71830-07-4

Basic information

• Product Name: (1S,3R)-3-Aminocyclopentanecarboxylic acid
• Synonyms: Cyclopentanecarboxylicacid, 3-amino-, (1S,3R)-;(+)-(1S,3R)-3-Amino-cyclopentane carboxylic acid≥ 98% (HPLC);(+)-(1S,3R)-β-Homocycloleucine;(1S, 3R)-3-Aminocyclopentanecarboxylic acid, >90% ee;(+)-(1S,3R)-3-AMINOCYCLOPENTANECARBOXYLIC ACID;(1S,3R)-3-AMINO-CYCLOPENTANE CARBOXYLIC ACID;(+)-(1S,3R)-BETA-HOMOCYCLOLEUCINE;(+)-(1R,3S)-1-amino-cyclopent-2-ene-4-carboxylic acid
• CAS NO: 71830-07-4
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Product Categories: AMINOACID;Unusual amino acids
• Mol File: 71830-07-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 192 °C
• Boiling Point: 239.22°C (rough estimate)
• Flash Point: 113.9 ºC
• Appearance: White to beige/Crystalline Powder
• Density: 1.1426 (rough estimate)
• Vapor Pressure: 0.00278mmHg at 25°C
• Refractive Index: 1.4300 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 4.44±0.20(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: (1S,3R)-3-Aminocyclopentanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3R)-3-Aminocyclopentanecarboxylic acid(71830-07-4)
• EPA Substance Registry System: (1S,3R)-3-Aminocyclopentanecarboxylic acid(71830-07-4)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 36/37/39-26-22
• Hazardous Substances Data: 71830-07-4(Hazardous Substances Data)

Usage

Description

(1S,3R)-3-Aminocyclopentanecarboxylic acid is a synthetic intermediate with a unique chiral structure, characterized by its specific stereochemistry (1S,3R). It serves as a crucial building block in the pharmaceutical industry for the synthesis of various biologically active compounds and drugs.

Uses

Used in Pharmaceutical Industry:
(1S,3R)-3-Aminocyclopentanecarboxylic acid is used as a key synthetic intermediate for the development of pharmaceuticals. Its unique structure allows for the creation of chiral molecules with specific biological activities, making it an essential component in the synthesis of drugs targeting various therapeutic areas.
Used in Drug Synthesis:
(1S,3R)-3-Aminocyclopentanecarboxylic acid is utilized in the synthesis of chiral drugs, which are essential for achieving desired pharmacological effects and minimizing side effects. Its specific stereochemistry ensures that the final drug product has the correct configuration for optimal biological activity and selectivity.
Used in Chiral Compound Development:
(1S,3R)-3-Aminocyclopentanecarboxylic acid is employed in the development of chiral compounds for research purposes. Its unique structure provides a foundation for the study of stereochemistry and its impact on biological systems, contributing to a better understanding of the role of chirality in drug action and development.

InChI:InChI=1/C6H11NO2/c7-5-2-1-4(3-5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5+/m0/s1

Upstream product

• 134003-04-6 (1R,4S)-4-aminocyclopenten-2-ene-1-carboxylic acid 
• 134003-03-5 (+)-2-Azabicyclo<2.2.1>heptan-3-one 
• 79200-56-9 (-)-2-azabicyclo[2.2.1]hept-5-en-3-one 
• 714195-06-9 methyl 3-aminocyclopentane-1-carboxylate 
• 74201-94-8 methyl 3-(N-benzyloxycarbonylamino)cyclopent-1-ene-1-carboxylate 
• 74201-88-0 3-aminocyclopent-1-ene-1-carboxylic acid 
• 74201-92-6 3-bromocyclopent-1-ene-1-carbonitrile 
• 3047-38-9 cyclopent-1-enecarbonitrile 
• 102579-71-5 cis-4-amino-cyclopent-2-ene-1-carboxylic acid 
• 49805-27-8 3-tosyl-2-azabicyclo [2.2.1]hepta-2,5-diene 
• 261165-05-3 (1S,3R)-3-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid 
• 24647-29-8 2-Azabicyclo[2.2.1]heptan-3-one 
• 95936-41-7 (-)-6endo,7anti-Dibromo-2-azabicyclo<2.2.1>heptan-3-one 
• 130931-83-8 (1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one 

Downstream Products

• 919116-63-5 (1S,3R)-3-(2-{4-[methyl-(1-methyl-piperidin-4-yl)-carbamoyl]-phenylamino}-5-trifluoromethyl-pyrimidin-4-ylamino)-cyclopentanecarboxylic acid 
• 1263371-66-9 (1S,3R)-3-(5'-chloro-6-(3-fluorobenzylamino)-2,4'-bipyridin-2'-yl-amino)cyclopentanecarboxylic acid 
• 347185-68-6 tert-butyl ((1R,3S)-3-(hydroxymethyl)cyclopentyl)carbamate 
• 624734-28-7 C₂₀H₂₁NO₂ 
• 1418200-19-7 toluene-4-sulfonic acid (1S,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentylmethyl ester 
• 1418200-18-6 ((1S,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentyl)-methanol 
• 1418200-17-5 (1S,3R)-3-(6-benzenesulfonyl-2-(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentanecarboxylic acid methyl ester 
• 1418200-16-4 (1S,3R)-3-[6-benzenesulfonyl-2-((R)-1-hydroxyethyl)-6H-1,3,5,6-tetraaza-as-indacen-1-yl]-cyclopentanecarboxylic acid methyl ester 
• 1418200-15-3 (1S,3R)-3-(5-amino-1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-cyclopentanecarboxylic acid methyl ester 
• 1418200-14-2 (1S,3R)-3-(1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-cyclopentanecarboxylic acid methyl ester 
• 1418200-50-6 3-((1R,3R)-3-[6-benzenesulfonyl-2-((R)-1-hydroxyethyl)-6H-1,3,5,6-tetraaza-as-indacen-1-yl]-cyclopentyl)-propionitrile 
• 1418200-04-0 3-((1R,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentyl)-propionitrile 
• 1418200-03-9 3-((1S,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentyl)-acrylonitrile 
• 1418200-02-8 (1S,3R)-3-(6-benzenesulfonyl-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6H-1,3,5,6-tetraaza-as-indacen-1-yl)-cyclopentanecarbaldehyde 

Relevant articles and documents

Design, synthesis, and evaluation of transition-state analogs as inhibitors of the bacterial quorum sensing autoinducer synthase CepI

Quorum sensing is a bacterial signaling system that involves the synthesis, secretion and detection of signal molecules called autoinducers. The main autoinducer in Gram-negative bacteria are acylated homoserine lactones, produced by the LuxI family of autoinducer synthases and detected by the LuxR family of autoinducer receptors. Quorum sensing allows for changes in gene expression and bacterial behaviors in a coordinated, cell density dependent manner. Quorum sensing controls the expression of virulence factors in some human pathogens, making quorum sensing an antibacterial drug target. Here we describe the design and synthesis of transition-state analogs of the autoinducer synthase enzymatic reaction and the evaluation of these compounds as inhibitors of the synthase CepI. One such compound potently inhibits CepI and constitutes a new type of inhibitor against this underdeveloped antibacterial target.

AMINOCYCLOPENTYL PYRIDOPYRAZINONE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

Compounds of Formula I and Formula II (wherein A, E, j, k, m, n, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R15, R16, R17, R18, R19, R24, R25, R26, R27, R28, R29, R30, R31, R32, R33, R34, X, Y and Z are as defined herein) which are modulators of chemokine receptor activity and are useful in the prevention or treatment of certain inflammatory and immunoregulatory disorders and diseases, allergic diseases, atopic conditions including allergic rhinitis, dermatitis, conjunctivitis, and asthma, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which chemokine receptors are involved.

3,3-DISUBSTITUTED TETRAHYDROPYRANYL CYCLOPENTYL AMIDE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

Compounds of Formula I (wherein n, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R15, R16, R17, R18, Y and Z are as defined herein) which are modulators of chemokine receptor activity and are useful in the prevention or treatment of certain inflammatory and im