1225377-59-2

Basic information

• Product Name: (R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate
• Synonyms: (R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate
• CAS NO: 1225377-59-2
• Molecular Weight: 210.273
• Mol File: 1225377-59-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate(1225377-59-2)
• EPA Substance Registry System: (R)-3-(4-methyl-6-oxocyclohex-1-en-1-yl)propyl acetate(1225377-59-2)

Safety Data

• Hazardous Substances Data: 1225377-59-2(Hazardous Substances Data)

Upstream product

• 62116-24-9 3-acetoxypropyl iodide 
• 101693-93-0 (5R)-5-methyl-2-(phenylthio)cyclohexan-1-one 
• 308358-04-5 (6R)-2,2,6-trimethyl-1-oxaspiro[2.5]octan-4-one 
• 89-82-7 pulegone 
• 1225377-92-3 3-((4R)-4-methyl-2-oxo-1-(phenylthio)cyclohexyl)propyl acetate 

Downstream Products

• 1225377-86-5 (5R,5′R,6S,6′S,14R,14′R,16R,16′R)-1-Benzyl-16,16′-dimethyl-10′-(trimethylsilyl)-1,2,2′,3,3′,4,4′,5,5′,6,6′,7,7′,15,16,16′,17,17′-octadecahydro[10,11′-bi(5,10b-propano1,7-phenanthroline)]-1′(15′H)-carbaldehyde 
• 1225377-63-8 3-((1R,2S,4R,6S)-6-(cyanomethyl)-2-ethynyl-2-hydroxy-4-methylcyclohexyl)propyl acetate 
• 1438285-74-5 ((4aR,5S,10bR,12R)-1-benzyl-12-methyl-9-(trimethylsilyl)-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8-yl)-methanol 
• 1225377-94-5 3-((1R,2R,4R,6S)-6-(cyanomethyl)-2-ethynyl-2-((4-methoxybenzyl)amino)-4-methylcyclohexyl)propyl acetate 
• 1438285-65-4 (4aR,5S,10bR,12R)-1-benzyl-8-(((3-chloropropyl)dimethylsilyl)-ethynyl)-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline 
• 1438285-57-4 (4aR,5S,10bR,12R)-1-benzyl-12-methyl-8-(naphthalen-2-yl)-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline 
• 1438285-47-2 (4aR,5S,10bR,12R)-1-benzyl-12-methyl-8-(pyridin-2-yl)-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline 
• 1225377-67-2 3-((1R,2R,4R,6S)-2-(benzylamino)-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate 
• 1438285-43-8 (4aR,5S,10bR,12R)-1-benzyl-12-methyl-8-(thiophene-3-yl)-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthroline 
• 1438285-41-6 2-((4aR,5S,10bR,12R)-1-benzyl-12-methyl-2,3,4,4a,5,6-hexahydro-1H-5,10b-propano-1,7-phenanthrolin-8-yl)thiazole 
• 1225377-65-0 3-((1R,2S,4R,6S)-2-acetoxy-6-(cyanomethyl)-2-ethynyl-4-methylcyclohexyl)propyl acetate 
• 1225377-87-6 (5R,5′R,6S,6′S,14R,14′R,16R,16′R)-1-Benzyl-16,16′-dimethyl-1,2,2′,3,3′,4,4′,5,5′,6,6′,7,7′,15,16,16′,17,17′-octadecahydro[10,11′-bi(5,10b-propano1,7-phenanthroline)]-1′(15′H)-carbaldehyde 
• 1225377-85-4 (5R,5′R,6S,6′S,14R,14′R,16R,16′R)-1′-benzyl-16,16′-dimethyl-11-(trimethylsilyl)-1′,2,2′,3,3′,4,4′,5,5′,6,6′,7,7′,15′,16,16′,17,17′-octadecahydro[10,10′-bi(5,10bpropano-1,7phenanthroline)]-1-(15H)-carbaldehyde 
• 1438285-87-0 (5R,5′R,6S,6′S,14R,14′R,16R,16′R)-1-benzyl-N,N,16,16′-tetramethyl-10′-(trimethylsilyl)-1,2,2′,3,3′,4,4′,5,5′,6,6′,7,7′,15,16,-16′,17,17′-octadecahydro[10,11′-bi(5,10bpropano-1,7-phenanthroline)]-1′(15′H)carboxamide 

Relevant articles and documents

Complanadine A, a selective agonist for the Mas-related G protein-coupled receptor X2

The first biological target for the natural product complanadine A has been determined. The pseudosymmetric alkaloid functions as a selective agonist for the Mas-related G protein-coupled receptor X2 (MrgprX2), a G protein-coupled receptor that is highly expressed in neurons. Given the potential of MrgprX2 to function as a modulator of pain, complanadine A represents a new chemical probe to selectively interrogate the physiological function of MrgprX2 as well as a potential lead for the development of antihyperalgesics for the treatment of persistent pain. While complanadine A possess agonistic activity the related natural product lycodine, representing half of complanadine A, lacks activity providing a cursory description of the structural requirements for agonistic activity.

Synthesis of (+)-complanadine A, an inducer of neurotrophic factor excretion

A total synthesis of the Lycopodium alkaloid (+)-complanadine A is described. Complanadine A has been shown to induce the secretion of neurotrophic factors from 1321N1 cells, promoting the differentiation of PC-12 cells. The use of a simplifying metal mediated [2+2+2] + [2+2+2] sequence using a silyl-substituted diyne and 2 equiv of the corresponding alkyne-nitrile has provided rapid access to the natural product.