100897-09-4

Basic information

• Product Name: 4-Oxo-retinoic acid methyl ester
• CAS NO: 100897-09-4
• Molecular Weight: 328.452
• Mol File: 100897-09-4.mol

Chemical Properties

• CAS DataBase Reference: 4-Oxo-retinoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Oxo-retinoic acid methyl ester(100897-09-4)
• EPA Substance Registry System: 4-Oxo-retinoic acid methyl ester(100897-09-4)

Safety Data

• Hazardous Substances Data: 100897-09-4(Hazardous Substances Data)

Upstream product

• 38030-59-0 4-Hydroxyretinoic acid methyl ester 
• 339-16-2 all-trans-methyl retinoate 
• 67-56-1 methanol 
• 302-79-4 all-trans-retinoic-acid 
• 33532-44-4 4-keto-all-trans-retinal 
• 81121-19-9 (2E,4E,6E,8E)-9-(3-Acetoxy-2,6,6-trimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester 

Downstream Products

• 38030-57-8 4-ketoretinoic acid 
• 160549-18-8 methyl 3-methyl-4-oxoretinoate 
• 38030-59-0 4-Hydroxyretinoic acid methyl ester 
• 1425830-36-9 C₂₀H₂₈O₃ 
• 1425830-47-2 C₂₀H₂₈O₃ 
• 81121-27-9 rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(hydroxymethyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoic acid 
• 1425222-38-3 C₂₁H₃₀O₃ 
• 1425227-51-5 C₂₁H₃₀O₃ 
• 163808-81-9 (13E)-3,7-dimethyl-9-[(3RS)-3-methoxy-2,6,6-trimethylcyclohexenyl]-2,4,6,8-nontetraenoate methyl ester 

Relevant articles and documents

Specific oxidation of retinoic acid to 4-oxo-retinoic acid in diluted acid solutions

Treatment of retinoic acid (1a) or its methyl ester (2a) with hydrochloric acid in methanol gave methyl 4-oxo-retinoates (4a - c). Similar oxidation proceeded when 2a was treated with trifluoromethanesulfonic acid in the presence of lithium chloride in methanol.

Preparation method of olefine acid impurity

The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of an olefine acid impurity. The impurity is (13E) -3, 7-dimethyl -9 -[(3RS) -3-methoxy -2, 6, 6-trimethyl cyclohexenyl] -2, 4, 6, 8-azela

Novel retinoic acid metabolism blocking agents endowed with multiple biological activities are efficient growth inhibitors of human breast and prostate cancer cells in vitro and a human breast tumor xenograft in nude mice

Novel retinoic acid metabolism blocking agents (RAMBAs) have been synthesized and characterized. The synthetic features include introduction of nucleophilic ligands at C-4 of all-trans-retinoic acid (ATRA) and 13-cis-retinoic acid, and modification of ter

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A method of simultaneous one-stage synthesis of three retinal derivatives (5,6-dioxo-5,6-seco-, 5,6-dihydro-5,6-epoxy-, and 4-oxoretinal) was proposed, with the yield of the first derivative being ～50%. These compounds are useful tools for studying the an

Potent inhibition of retinoic acid metabolism enzyme(s) by novel azolyl retinoids

Novel (±)-4-azolyl retinoic acid analogues 4, 5, 7 and 8 have been designed and synthesized and have been shown to be powerful inhibitors of hamster microsomal all-trans-retinoic acid 4-hydroxylase enzyme(s). (±)-4-(1H-Imidazol-1-yl)retinoic acid (4) is t

Cancer Chemopreventive 3-Substituted-4-oxoretinoic Acids

The introduction of substituents at position 3 of methyl 4-oxoretinoate can be effected in good yields by alkylating the lithium dienolate.A second substituent can be introduced also, but the resulting 3,3-disubstituted-4-oxoretinoates were isolated in lo

Modification of the intact retinoid structure in the cyclohexenyl region: Alkylation of methyl 4-oxoretinoate

Alkylation of methyl 4-oxoretinoate under kinetic-control conditions gives predominantly 3-alkyl-4-oxoretinoates. 3,3-Disubstituted 4-oxoretinoates are obtained similarly from the 3-monosubstituted derivatives, although introduction of the second substituent is more difficult. Evidence has been obtained for a much slower rate of alkylation α to the ester group.