263272-46-4

Basic information

• Product Name: C₁₈H₃₁NO₆
• Synonyms: C₁₈H₃₁NO₆
• CAS NO: 263272-46-4
• Molecular Weight: 357.447
• Mol File: 263272-46-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: C₁₈H₃₁NO₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₈H₃₁NO₆(263272-46-4)
• EPA Substance Registry System: C₁₈H₃₁NO₆(263272-46-4)

Safety Data

• Hazardous Substances Data: 263272-46-4(Hazardous Substances Data)

Upstream product

• 27687-14-5 trans 4-(tert-butyloxycarbonylamino)methylcyclohexanecarboxylic acid 
• 543-27-1 isobutyl chloroformate 

Downstream Products

• 207514-76-9 4-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionylamino)-benzoic acid methyl ester 
• 207514-75-8 1-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionylamino)-cyclohexanecarboxylic acid benzyl ester 
• 207514-69-0 [4-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-phenyl-acetylamino)-phenyl]-acetic acid benzyl ester 
• 207514-68-9 [4-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-3-cyclohexyl-propionylamino)-phenyl]-acetic acid benzyl ester 
• 207514-70-3 [4-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-4-phenyl-butyrylamino)-phenyl]-acetic acid benzyl ester 
• 207514-74-7 4-[((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-3-phenyl-propionylamino)-methyl]-benzoic acid benzyl ester 
• 207514-72-5 [4-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-3-naphthalen-2-yl-propionylamino)-phenyl]-acetic acid benzyl ester 
• 207514-71-4 [4-((S)-2-{[4-(tert-Butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-3-naphthalen-1-yl-propionylamino)-phenyl]-acetic acid benzyl ester 
• 263272-28-2 carbonic acid 2-bromo-benzyl ester 4-[2-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-(pyridin-4-ylcarbamoyl)-ethyl]-phenyl ester 
• 263272-11-3 carbonic acid 2-bromo-benzyl ester 4-[2-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-(1,1-dimethyl-propylcarbamoyl)-ethyl]-phenyl ester 
• 263272-10-2 carbonic acid 2-bromo-benzyl ester 4-[2-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-(3-methyl-butylcarbamoyl)-ethyl]-phenyl ester 
• 263272-29-3 carbonic acid 2-bromo-benzyl ester 4-{2-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-[(pyridin-4-ylmethyl)-carbamoyl]-ethyl}-phenyl ester 
• 263272-05-5 carbonic acid 2-bromo-benzyl ester 4-(2-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-pentylcarbamoyl-ethyl)-phenyl ester 
• 263272-30-6 carbonic acid 2-bromo-benzyl ester 4-[2-{[4-(tert-butoxycarbonylamino-methyl)-cyclohexanecarbonyl]-amino}-2-(2-pyridin-2-yl-ethylcarbamoyl)-ethyl]-phenyl ester 

Relevant articles and documents

Structure-inhibitory activity relationship of plasmin and plasma kallikrein inhibitors

Based on the structure of Tra-Tyr(O-Pic)-octylamide, a portion of the octylamine was replaced with moieties bearing hydrophobic, basic or acidic groups. Replacement of the C-terminal residue with a moiety bearing a hydrophobic group gave the proper affinity of the inhibitor to both plasmin (PL) and plasma kallikrein (PK). While addition of a basic residue did not improve the affinity of the inhibitor, a carboxylic acid attached to the phenyl ring increased the PK selectivity of the inhibitor.

Development of plasmin-selective inhibitors and studies of their structure-activity relationship

Various compounds were synthesized by combining three components at positions P1, P1, and P2,. Of these, N-(trans-4- aminomethylcyclohexanecarbonyl)-Tyr(O-2-bromobenzyloxycarbonyl)-octylamide inhibited plasmin selectively with IC50 values of 0.80 and 0.23 μM towards S-2251 and fibrin, respectively. This compound also inhibited plasma kallikrein, urokinase, thrombin and trypsin with IC50 values of 10, >50, >50 and 1.6 μM, respectively.