Abstract: There is provided a process for the preparation of 23-(C.sub.1 -C.sub.6 alkyloxime)-LL-F28249 compounds via the oxidation of crystalline 5-O-p-nitrobenzoyl-LL-F28249 compounds.

Abstract: Antiparasitic compound of formula (I): ##STR1## The broken line at the 22-23 position representing an optional double bond and eitherR.sup.1 is a H or OH and the double bond is absent or the double bond is present and R.sup.1 is absent;R.sup.2 is optionally substituted phenyl, or a group of formula (II): ##STR2## wherein X is O, S or --CH.sub.2 --, abc and d are 0-2 and a+b+c+d.ltoreq.5 R.sup.3 is H or MeR.sup.4 is H, OH or 4'-(alpha-L-oleandrosyl)-alpha-L-oleandrosyloxy.The compounds are prepared by fermentation of Streptomyces avermitilis in the presence of an N-alkanoyl cysteamine thioester containing R.sup.2.

Abstract: Compounds are described of formula (II) ##STR1## and salts thereof, wherein R.sup.1 reprsents a methyl, ethyl or isopropyl group;R.sup.2 represents a hydrogen atom or a group OR.sup.5 (where OR.sup.5 is a hydroxy group or a substituted hydroxyl group having up to 25 carbon atoms) and R.sup.3 represents a hydrogen atom, or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent a >C.dbd.0 group; andOR.sup.4 represnts a group OR.sup.5 as defined above;with the proviso that when R.sup.2 represents a hydroxy group OR.sup.4 represents a substituted hydroxy group other than a methoxy group.These compounds may be used for controlling insect, acarine, nematide or other pests.

Abstract: the invention relates to novel C(29)-carbonyloxymilbemycin derivatives of formula I, to the preparation thereof and to the use thereof ffor controlling pests, as well as to pesticidal compositions which contain as active ingredient at least one of these compounds., Said novel compounds are of the general formula I ##STR1## wherein X is --CH(OR.sub.1)--, --C(O)-- or --C(.dbd.N--OH)--,R.sub.1 is hydrogen, a silyl group, an acyl group or a sugar residue,R.sub.2 is methyl, ethyl, isopropyl or sec-butyl andR is hydrogen unsubstituted or substituted straight chain or branched C.sub.1 -C.sub.18 alkyl, unsubstituted or substituted C.sub.3 -C.sub.10 cycloalkyl, unsubstituted or substituted C.sub.2 -C.sub.6 alkenyl, unsubstituted or substituted C.sub.2 -C.sub.6 alkynyl or unsubstituted or substituted phenyl.

Abstract: Novel 13-spiro-2'-[tetrahydrofuran]-milbemycins of the formula I ##STR1## in which X represents one of the groups --CH(OR.sub.1)--, --C(.dbd.O)-- or --C(.dbd.N--OH)--;R.sub.1 represents hydrogen or a OH-protecting group;R.sub.2 represents methyl, ethyl, isopropyl or sec.-butyl or the group --C(CH.sub.3).dbd.CH--A in which A represents methyl, ethyl or isopropyl; andR.sub.3 represents hydrogen; C.sub.1 -C.sub.10 -alkyl; C.sub.1 -C.sub.10 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkoxyalkoxy, C.sub.3 -C.sub.9 -alkoxyalkoxyalkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.3 -alkyl-substituted C.sub.3 -C.sub.7 -cycloalkyl, hydroxy, benzyloxy, C.sub.1 -C.sub.6 -acyl and C.sub.1 -C.sub.6 -acyloxy, it being possible for each of the above-mentioned radicals representing or containing an alkoxy group to be terminally substituted at a terminal alkoxy group by hydroxy, halogen, C.sub.1 -C.sub.

Abstract: Novel HMG-CoA reductase inhibitors are useful as antihypercholesterolemic agents and are represented by structural formulae (I) or (II): ##STR1## wherein position 5 of the polyhydronaphthyl ring is singly or doubly bonded to oxygen or incorporated into a C.sub.3-7 carbocyclic ring.

Abstract: Compounds having a 16-membered macrolide ring, and related to the milbemycins and avermectins, with substituents at positions 5, 13, 25 and optionally also 23, have acaricidal, insecticidal and anthelmintic properties. They are useful for treating various pests in plants and animals.

Abstract: The present invention relates to novel compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, a silyl group or an acyl group,R.sub.2 is methyl, ethyl, is propyl or sec-butyl, and R is hydrogen, unsubstituted or substituted straight chain or branched C.sub.1 -Cl.sub.18 alkyl, an unsubstituted or substituted cycloaliphatic group containing 3 to 10 carbon atoms, unsubstituted or substituted C.sub.2 -C.sub.6 alkenyl, unsubstituted or substituted C.sub.2 -C.sub.6 -alkynyl, unsubstituted or substituted phenyl or unsubstituted or substituted benzyl. These compounds posseses advantageous pesticidal properties and are suitable in particular for controlling pests in agriculture and the storage sector.

Abstract: The present invention relates to novel derivatives of LL-F28249 compounds. These LL-F28249 compounds preferably are derived via a controlled microbiological fermentation of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession number NRRL 15773. The 23-deoxy-27-halo(chloro) derivatives have the 23-hydroxy group of the LL-F28249 compounds replaced by hydrogen and a halogen such as chlorine in the 27-position with the double bond shifted to the 26,26'-position. The novel derivatives of the present invention possess activity as anthelmintic, ectoparasitic, insecticidal, acaricidal and nematicidal agents and are useful in areas of human and animal health and in agricultural crops. Compositions containing the present compounds also are presented herein.

Abstract: Novel compounds of formula ##STR1## in which A is a ##STR2## group wherein R.sub.1 is hydrogen or an OH-protecting group, and R.sub.11 is hydrogen, an OH-protecting group, or an alkyl, cycloalkyl or acyl group,R.sub.2 is methyl, ethyl, isopropyl, sec.-butyl or a --C(CH.sub.3).dbd.CH--E group wherein E is methyl, ethyl or isopropyl,R.sub.3 and R.sub.4 together represent a bond between the two carbon atoms to which they are bonded, or together represent a --C(X')(Z')-- group wherein X' and Z' each represents, independently of the other, hydrogen or halogen, andX and Z each represents, independently of the other, hydrogen or halogen,the preparation of the novel compounds and the use thereof for controlling parasites of productive livestock and for controlling harmful insects.

Abstract: Compounds are described of formula (I) ##STR1## and salts thereof, wherein OR is a hydroxyl group or a substituted hydroxyl group having up to 25 carbon atoms, R.sup.1 represents a methyl, ethyl or isopropyl group and the broken line represents a double bond at the 22,23-position or at the 23,24-position.These compounds may be used for controlling insect, acarine, nematode or other pests.

Abstract: Derivatives of milbemycins D, A.sub.3 and A.sub.4 and of the corresponding sec-butyl compound have a halogen atom at the 13-position; at the 5-position, they have an oxygen (keto) atom, an oxime group or a substituted oxime group. They may be prepared from known compounds by any appropriate combination of halogenation, ketonization and oximation.

Abstract: Described are KSB-1939 compounds represented by the following general formula (I): ##STR1## wherein R means ##STR2## in which n stands for an integer of 0-2 and m denotes an integer of 0 or 1, and R' denotes a methyl or ethyl group. A production process of the KSB-1939 compounds and pesticidal agents comprising, as an effective ingredient, one of the KSB-1939 compounds are also described.

Abstract: Compounds as described having the partial formula ##STR1## These compounds may have a 5--OH or --OMe group and at the 25- position an isopropylene group substituted by methyl, ethyl or isopropyl.The compounds may be used in agriculture or medicine as antiparasitics, and may be prepared by culturing certain Streptomyces strains, in particular Streptomyces thermoarchaensis NC1B 12015.

Abstract: A process is described for preparing a compound of formula (I) ##STR1## (in which R.sup.1 represents a methyl, ethyl or isopropyl group, R.sup.2 represents a hydrogen atom or a methyl or acetyl group and R.sup.3 represents a hydrogen atom, or OR.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent the group >C.dbd.0) which comprises treating a corresponding 23.alpha.- compound with a triethyloxonium salt.

Abstract: Antiparasitic milbemycin derivatives having at the C.25 position a substituted 2-propenyl group --C(CH.sub.3).dbd.CH--R.sup.2 wherein R.sup.2 is a C.sub.3 -C.sub.8 alkyl, alkenyl or alkynyl group which may optionally contain an oxygen or sulphur atom as part of the chain, or a C.sub.3 -C.sub.8 cycloalkyl or cycloalkenyl group, or a 3 to 6 membered oxygen or sulphur containing heterocyclic ring which may optionally be substituted by one or more alkyl groups or halogen atoms; and process for their preparation.

Abstract: Antiparasitic milbemycin derivatives having at the C.25 position a substituted 2-propenyl group --C(CH.sub.3).dbd.CH--R.sup.2 wherein R.sup.2 is a C.sub.3 -C.sub.8 alkyl, alkenyl or alkynyl group which may optionally contain an oxygen or sulphur atom as part of the chain, or a C.sub.3 -C.sub.8 cycloalkyl or cycloalkenyl group, or a 3 to 6 membered oxygen or sulphur containing heterocyclic ring which may optionally be substituted by one or more alkyl groups or halogen atoms; and process for their preparation.

Abstract: A process for preparing the compound of formula (I) ##STR1## which comprises treating the corresponding 23.alpha.-compound sequentially with (i) oxalyl chloride and (ii) 2-mercaptopyridine-N-oxide, a catalytic amount of an organic base, and a thiol.

Abstract: The present invention relates to novel C(29)-oximinomilbemycin derivatives of formula I, to their preparation and to the use thereof for controlling pests. The invention further relates to pesticidal compositions which contain at least one of these compounds as active ingredient.The novel compounds have the general formula I ##STR1## wherein X is a group selected from --CH(OR.sub.1)--, --C(O)--or --C(.dbd.N--OR)--,R.sub.1 is hydrogen or a OH protective group,R is hydrogen, a OH protective group, an alkyl, cycloakyl or acyl group,R.sub.2 is methyl, ethyl, isopropyl, sec-butyl or the ##STR2## group, wherein A is methyl, ethyl or isopropyl; and R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, a radical selected from the group consisting of phenyl and benzyl which is unsubstituted or substituted by one or more members selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.

Abstract: Compounds are described of formula (I) ##STR1## and salts thereof, wherein R.sup.1 a methyl, ethyl or isopropyl group;R.sup.2 is --H, --OH, substituted --OH or a phosphate ester group and R.sup.3 is --H, or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent a >C=0 groupand OR.sup.4 is a group OR.sup.5 as defined above;with the proviso that either R.sup.2 represents a group OR.sup.5 (where OR.sup.5 is an alkoxy group OR.sup.7 in which R.sup.7 represents a C.sub.1-6 alkyl substituted by a halogen atom or C.sub.2-6 alkyl interrupted by --O-- or --S--) or at least one of R.sup.2 and OR.sup.4 is a phosphate ester group or a group OCONR.sup.10 R.sup.11 (where R.sup.10 and R.sup.11 are --H or C.sub.1-4 alkyl).These compounds may be used for controlling insect, acarine, nematode or other pests.

Abstract: Compounds are described of formula (I) ##STR1## and salts thereof, wherein R.sup.1 represents a methyl, ethyl or isopropyl group; andOR.sup.2 is a hydroxyl group or a substituted hydroxyl group having up to 25 carbon atoms.These compounds may be used for controlling insect, acarine, nematode or other pests.

Abstract: The present invention relates to novel derivatives of formula I that can be derived from milbemycins, to their preparation and their use for controlling pests, and also to pesticides that contain at least one of these compounds as active ingredient.The novel compounds have the general formula I ##STR1## in which X is one of the groups --CH(OR.sub.1)--, --C(O)-- or --C(=N--OR)--;R.sub.1 is hydrogen or an OH-protecting group;R is hydrogen, an OH-protecting group, or an alkyl or cycloalkyl group;R.sub.2 is methyl, ethyl, isopropyl or sec.-butyl;andPh is a phenyl ring that is substituted by R.sub.a, R.sub.b, R.sub.c and R.sub.d, wherein each of R.sub.a, R.sub.b, R.sub.c and R.sub.d, independently of the others, is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.2 -C.sub.10 alkoxyalkyl, C.sub.2 -C.sub.10 alkenyl, C.sub.1 -C.sub.10 alkoxy, C.sub.2 -C.sub.10 alkoxyalkoxy, or a phenyl or phenoxy radical that is unsubstituted or is substituted by at least one substituent from the group C.sub.1 -C.sub.3 alkyl and C.sub.1 -C.

Abstract: Parasiticidally active avermectin derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, OH, C.sub.1-5 -alkanoyloxy, .alpha.-L-oleandrosyloxy, .alpha.-L-oleandrosyl-.alpha.-L-oleandrosyloxy, 4'-C.sub.1-5 -alkanoyl-.alpha.-oleandrosyloxy or 4"-C.sub.1-5 -alkanoyl-.alpha.-L-oleandrosyl-.alpha.-L-oleandrosyloxy,R.sup.2 stands for hydrogen, OH, C.sub.1-5 -alkanoyloxy, or R.sup.2 stands for hydrogen when there is a double bond between C22 and C23,R.sup.3 stands for straight-chain or branched alkyl or alkenyl, andR.sup.4 stands for hydrogen, OH, C.sub.1-5 -alkanoyloxy, heterocyclylcarbonyloxy, or the bond between the C atoms C22 and C23 is a single or a double bond and the double bond of the cyclohexene ring can be between the C atoms C3 and C4 or between the C atoms C4 and C5.

Abstract: The present invention relates to novel 23-imino derivatives of LL-F28249.alpha., .beta., .gamma., .delta., .epsilon., .zeta., .theta., .iota., and .lambda. compounds. These LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogrisesu subspecies noncyanogenus having deposit accession number NRRL 15773. The precursor 23-oxo compounds are prepared by selectively oxidizing suitably protected 23-hydroxy compounds of LL-F28249 components using oxidizing agents. Subsequently, the 23-oxo compounds are converted to the 23-imino compounds. These novel compounds have potent anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these 23-oxo and 23-imino derivatives of LL-F28249 also are described herein.

Abstract: Compounds of formula (I): ##STR1## and salts thereof; wherein R.sup.1 is --H, --OH or substituted --OH and R.sup.2 is --H, or R.sup.1 and R.sup.2 together with the carbon atom to which they are attached represent C.dbd.O, C.dbd.CH.sub.2 or C.dbd.NOR.sup.6 in the E configuration (where R.sup.6 is --H, alkyl or alkenyl);R.sup.3 is --OH or substituted --OH and R.sup.4 is --H, or R.sup.3 and R.sup.4 together with the carbon atom to which they are attached represent C.dbd.O;--A--B-- is --C(CH.sub.3).dbd.CH-- or --C(.dbd.CH.sub.2)CHX-- (where X is Cl or Br) andY is --C(R.sup.8).dbd.CHR.sup.7 -- or --C(.dbd.CH.sub.2)CHXR.sup.7 (where X is Cl or Br, R.sup.7 is methyl, ethyl or isopropyl and R.sup.8 is C.sub.2-8 alkyl or C.sub.7-15 phenalkyl); with the proviso that when --A--B-- is (.dbd.CH.sub.2)CHX--, then Y is--C(C.dbd.CH.sub.2)CHXR.sup.7.These compounds may be used for controlling insect, acarine, nematode or other pests.

Abstract: 8,9 and/or 14,15 epoxidized and 5-acylated milbemycins and avermectins are prepared from the parent milbemycins and avermectins by epoxidation and acylation (in either order). They have enhanced anthelmintic, acaricidal and insecticidal activities.

Abstract: Compounds are described of the formula ##STR1## and salts thereof, wherein R.sup.1 is methyl, ethyl or isopropyl;R.sup.2 is --H, --OH or substituted --OH and R.sup.3 is --H, or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached represent C.dbd.CH.sub.2, C.dbd.O or C.dbd.NOR.sup.6 (where R.sup.6 is --H, alkyl or alkenyl and the C.dbd.NOR.sup.6 is in the E configuration);OR.sup.4 is as defined above for OR.sup.5and one of the symbols X represents an epoxide oxygen atom and the other represents an epoxide oxygen atom or a carbon-carbon bond.These compounds may be used for controlling insect, acarine, nematode or other pests.

Abstract: There are disclosed avermectin derivatives with a hydroxy and hydrocarbon substituents at the 5, 10, 13, 23, 4' and 4" positions which are prepared by the reaction of the 5, 10, 13, 23, 4' or 4" ketone compound with an organo-metallic Grignard reagent. The compounds are potent antiparasitic and anthelmintic agents in human and animal therapy and are potent pesticidical agents against agricultural pests. Compositions containing such compounds as the active agent are also disclosed.

Abstract: Disclosed are novel 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula ##STR1## and the corresponding ring-opened hydroxy acids and esters derived therefrom and pharmaceutically acceptable salts thereof.Pharmaceutical compositions containing said compounds and method of inhibiting the biosynthesis of cholesterol therewith are also disclosed.

Abstract: Compounds are described of formula (I) ##STR1## and salts thereof, wherein R.sup.1 represents a methyl, ethyl or isopropyl group;R.sup.2 represents a hydrogen atom, a C.sub.1-8 alkyl group or a C.sub.3-8 alkenyl group and the group .dbd.NOR.sup.2 is in the E-configuration;OR.sup.3 is a hydroxyl group or a substituted hydroxyl group having up to 25 carbon atoms.These compounds may be used for controlling insect, acarine, nematode or other pests.

Abstract: The present invention relates to novel 5-oximino-13.beta.-carbonylthiomilbemycin derivatives of formula I, to their preparation and to the use thereof for controlling pests. The invention further relates to pesticidal compositions which contain at least one of these compounds as active ingredient. The novel compounds have the general formula I ##STR1## wherein R.sub.1 is hydrogen or an alkyl, cycloalkyl or acyl group,R.sub.2 is methyl, ethyl, isopropyl or sec-butyl, or is the ##STR2## group, wherein X is methyl, ehtyl or isopropyl, and R is hydrogen or an unsubstituted or substituted straight chain or branched C.sub.1 -C.sub.18 alkyl group, an unsubstituted or substituted cycloaliphatic group of 3 to 10 carbon atoms, an unsubstituted or substituted C.sub.2 -C.sub.6 alkenyl group, an unsubstituted or substituted C.sub.2 -C.sub.6 alkynyl group, an unsubstituted or substituted phenyl group or an unsubstituted or substituted benzyl group.

Abstract: There are disclosed novel avermectin .DELTA. 23,24-derivatives (also referred to as 23,24-dehydro compounds). The compounds are prepared by selective dehydration of avermectin A2 or B2 compounds. The avermectin compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests. The .DELTA. 23,24-avermectin compounds have increased activity relative to the A2 or B2 compounds.

Abstract: The present invention relates to novel derivatives of LL-F28249 compounds. These LL-F28249 compounds preferably are derived via a controlled microbiological fermentation of Streptomyces cyaneogriseus subsp. non-cyanogenus having deposit accession numer NRRL 15773. The derivatives of the present invention have the 23-hydroxy group react to form a double bond in the 22,23 position. The novel derivatives of the present invention possess activity as anthelmintic, ectoparasitic, insecticidal, acaricidal and nematicidal agents. They also are useful in areas of human and animal health and in agricultural crops.

Abstract: The present invention relates to novel derivatives of LL-F28249 compounds wherein the 23-hydroxyl group is replaced with hydrogen and the double bond at the C(26,27)-position is epoxidized concomitant with or without epoxidation of the double bond at the C(14,15)-position. The LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession number NRRL 15773. The compounds of the present invention are derived by regioselective epoxidation of 5,23-O,O-bissilylated LL-F28249 compounds at low temperature, desilylation, re-silylation of the 5-hydroxyl group, thiocarbonylation of the 23-hydroxyl group, disilyation followed by tributyltin hydride reduction. The novel deoxy compounds of the present invention have anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these described derivatives as active ingredients thereof are described herein.

Abstract: The present invention relates to novel 23-imino derivatives of the compounds collectively referred to as 23-keto C-076 compounds. The C-076 compounds (collectively) are isolates from the fermentation broth of Streptomyces avermitilis. These novel compounds have potent anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these 23-imino derivatives of 23-keto C-076 also are described herein.

Abstract: The present invention relates to novel 23-oxo (keto) and 23-imino derivatives of certain C(26,27)-epoxy- and C(14,15;26,27)-diepoxy-LL-F28249 compounds. The LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession no. NRRL-15773. The derivatives are obtained by oxidation of the 23-hydroxy group of 5-O-silylated-C(26,27)-epoxy and C(14,15;26,27)diepoxy-LL-F28249 compounds, followed by desilylation and derivatization with amino compounds. The novel compounds have anthelmintic, ectoparasiticidal, nematicidal, insecticidal and acaricidal activity and are, therefore, useful in the treatment of infections in warm-blooded animals and infestations in agricultural crops. Compositions containing the present compounds as active ingredients thereof also are presented.

Abstract: The present invention relates to novel 23-imino derivatives of C-076 wherein the C-076 compounds are not substituted at the 13-position. The C-076 compounds (collectively) are isolates from the fermentation broth of Streptomyces avermitilis. The precursor 23-oxo compounds are prepared by selectively oxidizing suitably protected 13-deoxy C-076 aglycone compounds by using oxidizing agents. Subsequently, the 23-oxo compounds are converted to the 23-imino compounds. These novel compounds have potent anthelmintic, insecticidal, ectoparasticidal, nematicidal and acaricidal activity. Compositions containing these 23-oxo and 23-imino derivatives of 13-deoxy C-076 aglycones also are described herein.

Abstract: The present invention relates to novel mono- C(26,27) and diepoxide C(14,15;26,27) derivatives of LL-F28249.alpha., .beta., .epsilon., .zeta., .theta. and .iota. compounds. The LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession number NRRL-15773. The compounds of this present invention are derived by regioselective epoxidation of 5,23-0,0-bis-silylated LL-F28249 compounds at low temperature, followed by desilylation. These novel compounds have anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity and also are useful intermediates for the preparation of further biologically active compounds. Compositions containing these described derivatives as active ingredients thereof are described.

Abstract: Novel 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors are useful as antihypercholesterolemic agents and are represented by the following general structural formulae (I) and (II): ##STR1##

Abstract: Novel compounds of the formula ##STR1## in which R.sub.1 is a hydrogen or a silyl or acyl group, R.sub.2 is methyl, ethyl, isopropyl or sec.-butyl and R is hydrogen, unsubstituted or substituted, linear or branched-chain C.sub.1 -C.sub.18 -alkyl groups, unsubstituted or substituted cycloaliphatic groups having 3 to 10 carbon atoms, unsubstituted or substituted C.sub.2 -C.sub.6 -alkenyl groups, unsubstituted or substituted C.sub.2 -C.sub.6 -alkynyl groups, unsubstituted or substituted phenyl groups or unsubstituted or substituted benzyl groups. The active compounds possess advantageous pesticidal properties. They are particularly suitable for the control of pests in agriculture and the management of stored products.

Abstract: The present invention relates to novel derivatives of LL-F28249 compounds wherein the pendent C(26,27) olefinic group at C(25) is converted into a 27-bromo or 27-chloro-26-methylene group. The 27-bromo compounds are derived by reacting the LL-F28249 compounds or 5-0-trisubstituted silyl LL-F28249 compounds with N-bromoacetamide or N-bromosuccinimide in aqueous acetone, followed by desilylation for silylated LL-F28249 intermediates. The 27-chloro compounds are prepared by reacting LL-F28249 compounds with N-chlorosuccinimide in methanol. These novel halo compounds have anthelmintic, ectoparasitic, insecticidal, nematicidal and acaricidal activity and are also useful intermediates for the preparation of other novel biologically active compounds. Compositions containing the present compounds as active ingredients thereof are presented.

Abstract: The invention relates to parasiticidally and insecticidally highly active compounds of formula I ##STR1## wherein R is C.sub.1 -C.sub.10 alkyl;R.sub.1 is hydrogen, a silyl group or a sugar residue; andR.sub.2 is methyl, ethyl, isopropyl or sec-butyl, and to the preparation thereof starting from suitably substituted 15-ester or 13.beta.-ester milbemycins.

Abstract: The present invention relates to novel C(29)-oximinomilbemycin derivatives of formula I, to their preparation and to the use thereof for controlling pests. The invention further relates to pesticidal compositions which contain at least one of these compounds as active ingredient.The novel compounds have the general formula I ##STR1## wherein X is a group selected from --CH(OR.sub.1)--, --C(O)-- or --C(.dbd.N--OR)--,R.sub.1 is hydrogen or a OH protective group,R is hydrogen, a OH protective group, an alkyl, cycloalkyl or acyl group,R.sub.2 is methyl, ethyl, isopropyl, sec-butyl or the ##STR2## wherein A is methyl, ethyl or isopropyl; and R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, a radial selected from the group consisting of phenyl and benzyl which is unsubstituted or substituted by one or more members selected from the group consisting of halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkylthio, C.sub.1 -C.sub.

Abstract: The present invention relates to novel derivatives of LL-F28249 compounds wherein the 23-hydroxyl group is eliminated to form a double bond at the C(22,23)-position (.DELTA..sup.22), and the double bond at the C(26,27)-position is epoxidized concomitant with or without epoxidation of the double bond at the C(14,15)-position. These LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession number NRRL 15773. The compounds of the present invention are derived by regioselective epoxidation of 5,23-O,O-bissilylated LL-F28249 compounds at low temperature, desilylation, re-silylation of the 5-hydroxyl group, thiocarbonylation of the 23-hydroxyl group, desilylation and thermalization. The novel compounds of the invention have anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these described derivatives as active ingredients thereof are described herein.

Abstract: The present invention relates to novel 23-imino derivatives of the compounds collectively referred to as 23-keto C-076 compounds. The C-076 compounds (collectively) are isolates from the fermentation broth of Streptomyces avermitilis. These novel compounds have potent anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these 23-imino derivatives of 23-keto C-076 also are described herein.

Abstract: 13-Hydroxy-5-ketomilbemycin derivatives are prepared by oxidizing a 5-ketomilbemycin with selenium dioxide in the presence of a lower aliphatic carboxylic acic. A range of new 13-acyloxy-5-ketomilbemycins and a method or preparing them are also disclosed.

Abstract: There are disclosed novel avermectin reduction products. The compounds are prepared by selective catalytic hydrogenation of avermectin-like compounds or by reaction of selected double bonds with electrophylic reagents. The reduced avermectin compounds have utility as anti-parasitic agents and compositions for that use are also disclosed. The compounds are also highly potent insecticides against agricultural pests. The reduced avermectin compounds have increased stability towards light which prolongs their insecticidal activities when applied to field crops subject to irradiation by sunlight.

Abstract: A series of novel photochromic spiropyrans are disclosed in which a spiro-adamantane group is introduced into the 2-position of the benzopyran or naphthopyran ring. The spiropyran compounds of the invention exhibit heliochromic properties, i.e. they color in sunlight and fade rapidly at ambient temperatures in the absence of U.V. light, making them good candidates for use in the manufacture of sunglasses. The invention includes lenses which darken in sunlight and incorporate the novel spiropyrans and a process for the preparation of the spiropyran compounds.

Abstract: There are disclosed derivatives of avermectin compounds with a .DELTA.26,27-alkyl chain of 4, 5 or 6 members at the 25-position. The compounds are prepared from the known .DELTA.26,27-compounds by the appropriate synthetic procedures at the 5-, 8-, 9-, 13- , 22- and 23-positions. The compounds are potent antiparasitic agents, in particular, the compounds are anthelmintic, insecticidal and acaricidal agents.

Abstract: A process for converting 6-carboxy to 6-hydroxymethyl mevinolin analogs and novel intermediates formed in this process are disclosed.