25912-50-9

Basic information

• Product Name: 3-Aminocyclohexanecarboxylic acid
• Synonyms: 3-AMINOCYCLOHEXANECARBOXYLIC ACID;3-AMINOCYCLOHEXANECARBOXYLIC ACID 95+%;3-Aminocyclohexanecarboxylic Acid (cis- and trans- mixture);3-Aminocyclhexanecarboxylic Acid;3-aMinocyclohexane-1-carboxylic acid;1-Amino-3-carboxycyclohexane;3-AMinocyclohexanecarboxylic Acid (cis- and trans- Mixture);3-AMinocyclohexanecarboxylic acid hydrochloride
• CAS NO: 25912-50-9
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.18
• Product Categories: Amino Acids and Derivatives
• Mol File: 25912-50-9.mol

Chemical Properties

• Melting Point: 285 °C
• Boiling Point: 279.993 °C at 760 mmHg
• Flash Point: 123.136 °C
• Appearance: /
• Density: 1.134 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.23±0.13(Predicted)
• Water Solubility: Soluble in water
• CAS DataBase Reference: 3-Aminocyclohexanecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Aminocyclohexanecarboxylic acid(25912-50-9)
• EPA Substance Registry System: 3-Aminocyclohexanecarboxylic acid(25912-50-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39
• Hazardous Substances Data: 25912-50-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Aminocyclohexanecarboxylic acid is used as a key intermediate for the preparation of PF-04449913, a potent and orally bioavailable Smoothened inhibitor with potential antitumor properties. 3-Aminocyclohexanecarboxylic acid plays a significant role in the development of cancer therapeutics by targeting the Hedgehog signaling pathway, which is implicated in various malignancies.
Additionally, 3-Aminocyclohexanecarboxylic acid is utilized in the synthesis of functionalized glutaramides, which are selective inhibitors of neutral endopeptidase. These inhibitors are being explored for the treatment of female sexual arousal disorder, highlighting the compound's versatility in addressing different medical conditions.

Upstream product

• 99-05-8 meta-aminobenzoic acid 
• 123-51-3 i-Amyl alcohol 
• 334932-13-7 3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid 
• 116724-13-1 trans rac-cyclohexyl 1,3-dicarboxylic acid 
• 4720-83-6 6-oxabicyclo[3.2.1]oct-3-en-7-one 

Downstream Products

• 53084-60-9 ethyl 3-aminocyclohexanecarboxylate 
• 334932-13-7 3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid 
• 388630-74-8 3-aminocyclohexanecarboxylic acid dimethyl amide 
• 388630-67-9 (3-dimethylcarbamoyl-cyclohexyl)-carbamic acid tert-butyl ester 
• 388630-88-4 2-[1-(3-dimethylcarbamoyl-cyclohexylcarbamoyl)-cyclopentylmethyl]-pentanoic acid tert-butyl ester 
• 21531-44-2 (+/-)-cis-3-hydroxycyclohexanecarboxylic acid 
• 712313-64-9 methyl 3-aminocyclohexanecarboxylate hydrochloride 
• 925921-14-8 3-hydroxymethyl-1-cyclohexylamine 
• 87091-29-0 methyl 3-aminocyclohexanecarboxylate 
• 1070166-06-1 4-(3-carboxycyclohexylamino)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine 
• 244156-66-9 3-[3-(4-trifluoromethyl-phenyl)-ureido]-benzoic acid 
• 1035324-95-8 3-(3,5-dimethoxybenzamido)cyclohexanecarboxylic acid 
• 1142087-64-6 3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acid 
• 1001010-72-5 3-(4-oxo-2-thioxo-thiazolidin-3-yl)-cyclohexanecarboxylic acid 

Relevant articles and documents

An improved synthesis of (1R,3S)-3-[(tert-butoxycarbonyl)amino] cyclohexanecarboxylic acid

An improved synthesis of (1R,3S)-3-[(tert-butoxycarbonyl)amino] cyclohexanecarboxylic acid from 3-aminobenzoic acid is described utilising milder and more selective conditions. Both a classical salt resolution and an enzymatic approach have been shown to give the desired compound in high selectivity.

Self-assembled peptide tubelets with 7 A pores

Here we report the preparation and structural characteristics of self-assembling peptide tubelets composed of 32-membered rings formed of alternating cx-amino acids and cis-3-aminocyclohexanecarboxylic acids. The tubelets possess a partial hydrophobic cor

Substituted pyrroles suitable for continuous infusion

Disclosed are novel substituted pyrroles having the formula These compounds and their pharmaceutically acceptable salts are suitable for administration to patients as continuous infusion solution and are useful in the treatment and/or control of cell prol

New cyclic peptide assemblies with hydrophobic cavities: The structural and thermodynamic basis of a new class of peptide nanotubes

A new class of self-assembling peptides based on cyclic peptides made of alternating 3-aminocyclohexanecarboxylic acid (γ-Acc) and α-amino acids is described. The studied cylindrical assemblies are models for a new class of self-assembling peptide nanotub

2-aminopyridine derivatives and combinatorial libraries thereof

The present invention relates to novel 2-aminopyridine derivative compounds of the following formula: wherein R1to R5have the meanings provided herein. The invention further relates to combinatorial libraries containing two or more such compounds, as well as methods of preparing 2-aminopyridine derivative compounds.

Diaminopropionic acid derivatives

A compound of formula 1a which is useful for treating reperfusion injury, and salts, prodrugs, and related compounds.

Opioid deltorphin C analogues containing cis- or trans-2- or 3- or 4- aminocyclohexanecarboxylic acid residues

The solid phase synthesis, based on the Fmoc chemical protocol, was used to prepare ten deltorphin C (Del-C; H-Tyr-D-Ala-Phe-Asp-Val-Val-Gly-NH2) analogues containing cis- and trans- 2 or 3- or 4- aminocyclohexanecarboxylic acid (ACCA) residues at position 2, ACCA-peptides showed high resistance to degradation by plasma or brain enzymes, negligible affinity for the κ- binding site and modest δ- and/or μ-receptor affinities. Both [cis-3- ACCA2]Del-C analogues and one trans isomer are the only deltorphin analogues of this series exhibiting an appreciable δ-affinity and selectivity. These data suggest that the presence of a conformationally constrained ACCA residue in position 2 of the 'message' sequence of deltorphin C is slightly tolerated.

A mild and facile reduction of azides to amines by N,N-dimethylhydrazine and catalytic ferric chloride

Reaction of a variety of azido compounds with N,N-dimethylhydrazine in the presence of a catalytic amount of ferric chloride hexahydrate in methanol results in excellent yields of the corresponding amino compounds. This reductive system is compatible with a wide assortment of functional groups and has also been extended towards the synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics.

Palladium(0)-Catalyzed Azidation of Allyl Esters. Selective Synthesis of Allyl Azides, Primary Allylamines, and Related Compounds

Palladium(0)-catalyzed reaction of allyl esters such as phosphates, carbonates, and carboxylates with sodium azide gives allyl azides.The azidation proceeds with retention of configuration at the allylic carbon.Optically active (R)-(E)-(+)-4-phenyl-3-buten-2-yl azide (19) is obtained from (R)-(E)-(+)-4-phenyl-3-buten-2-yl acetate (18) stereoselectively.Sequential substitution of (Z)-4-acetoxy-2-buten-1-yl diethyl phosphate (24) with nucleophiles and subsequently azide ion gives (E)-4-substituted-2-buten-1-yl azides 27.The reaction of allyl azides with triphenylphosphine gives iminotriphenylphosphoranes, which are versatile synthetic intermediates of primary allylamines, N-allylamines, and N-allylamides.Treatment of allyl azides with triphenylphosphine and subsequently with aqueous ammonium solution gives primary allylamines.Other synthetic applications of allyl azides are also described.

Cyclohexyl and phenyl substituted enkephalins

The invention discloses cyclohexyl and phenyl substituted enkephalin derivatives of the formula: STR1 Where R1, R2, R4, and R8 is hydrogen or alkyl of R3 is alkylthioalkyl or alkylsulfinylalkyl, X is: