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(1R,2S)-1-o-Tolyl-cyclopropane-1,2-dicarboxylic acid is a chiral organic compound with a unique structure. It consists of a cyclopropane ring, which is a three-carbon ring, with two carboxylic acid groups attached to the first and second carbon atoms. Additionally, an o-tolyl group (a methyl group attached to the ortho position of a phenyl ring) is connected to the first carbon atom. The compound's chirality arises from the presence of two asymmetric carbon centers, which are the first and second carbon atoms of the cyclopropane ring. This chirality is crucial in various chemical and biological processes, as it can influence the compound's reactivity and interactions with other molecules. The specific configuration of the compound is indicated by the (1R,2S) notation, which describes the arrangement of atoms around these asymmetric centers. (1R,2S)-1-o-Tolyl-cyclopropane-1,2-dicarboxylic acid is of interest in the fields of organic chemistry and medicinal chemistry, where understanding and manipulating chirality is key to developing new drugs and materials.

77053-80-6

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77053-80-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 77053-80-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,0,5 and 3 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 77053-80:
(7*7)+(6*7)+(5*0)+(4*5)+(3*3)+(2*8)+(1*0)=136
136 % 10 = 6
So 77053-80-6 is a valid CAS Registry Number.

77053-80-6Relevant academic research and scientific papers

1-Aryl-3-azabicyclohexanes, a New Series of Nonnarcotic Analgesic Agents

Epstein, Joseph W.,Brabander, Herbert J.,Fanshawe, William J.,Hofmann, Corris M.,McKenzie, Thomas C.,et al.

, p. 481 - 490 (2007/10/02)

A series of 1-aryl-3-azabicyclohexanes was synthesized by hydride reduction of 1-arylcyclopropanedicarboximides.Hydroxyphenyl analogues 20, 22, and 24 were prepared by EtSNa-DMF ether cleavage of the corresponding methoxyphenyl analogues 2m, 2n, and 23, respectively, with the secondary amines 20 and 22 going through the N-formyl intermediates 19 and 21.The p-ethoxy analogue 26 was obtained by O-ethylation of 19, followed by base hydrolysis of the amide 25.The greatest analgesic potency in mouse writhing and rat paw-pain assays was observed for para-substituted compounds.Bicifadine, 1-(4-methylphenyl)-3-azabicyclohexane (2b), was the most potent member of the series and is presently undergoing clinical trials in man.Analgesic activity of 2b is limited to the (+) enantiomer 2v, which has the 1R,5S absolute configuration as determined by single-crystal X-ray analysis.The N-methyl analogue (27d) of 2b showed significant analgesic potency, whereas the N-allyl (27a), N-(cyclopropylmethyl) (27b), and N-(n-hexyl) (27c) analogues were inactive.Bicifadine (2b) showed a nonnarcotic profile different from analogous azabicycloalkane and 3-phenylpyrrolidine analgesics.

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