331947-27-4

Basic information

• Product Name: 2-(4-METHYL-PIPERAZINE-1-CARBONYL)-CYCLOHEXANECARBOXYLIC ACID
• Synonyms: TIMTEC-BB SBB011985;2-(4-METHYL-PIPERAZINE-1-CARBONYL)-CYCLOHEXANECARBOXYLIC ACID
• CAS NO: 331947-27-4
• Molecular Formula: C13H22N2O3
• Molecular Weight: 254.33
• Mol File: 331947-27-4.mol

Chemical Properties

• Boiling Point: 448.4°Cat760mmHg
• Flash Point: 225°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 2.73E-09mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 2-(4-METHYL-PIPERAZINE-1-CARBONYL)-CYCLOHEXANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHYL-PIPERAZINE-1-CARBONYL)-CYCLOHEXANECARBOXYLIC ACID(331947-27-4)
• EPA Substance Registry System: 2-(4-METHYL-PIPERAZINE-1-CARBONYL)-CYCLOHEXANECARBOXYLIC ACID(331947-27-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 331947-27-4(Hazardous Substances Data)

Usage

General Description

2-(4-methyl-piperazine-1-carbonyl)-cyclohexanecarboxylic acid, also known as Tazobactam, is a chemical compound that belongs to the class of penicillinase inhibitors. It is used in combination with certain antibiotics to improve their effectiveness against bacteria that produce beta-lactamase enzymes, which can render the antibiotics ineffective. Tazobactam works by inhibiting the activity of these enzymes, allowing the antibiotics to maintain their effectiveness against a wider range of bacteria. 2-(4-METHYL-PIPERAZINE-1-CARBONYL)-CYCLOHEXANECARBOXYLIC ACID has shown promise in the treatment of various bacterial infections and is often used in combination with antibiotics such as piperacillin to enhance their antibacterial effects.

InChI:InChI=1/C13H22N2O3/c1-14-6-8-15(9-7-14)12(16)10-4-2-3-5-11(10)13(17)18/h10-11H,2-9H2,1H3,(H,17,18)/t10-,11-/m1/s1

Upstream product

• 109-01-3 1-methyl-piperazine 
• 85-42-7 trans-1,2-cyclohexanedicarboxylic anhydride 
• 46022-05-3 (1R,2R)-(-)-trans-cyclohexane-1,2-dicarboxylic acid 

Relevant articles and documents

(1 R,2 R)-N-(1-cyanocyclopropyl)-2-(6-methoxy-1,3,4,5-tetrahydropyrido[4,3- b]indole-2-carbonyl)cyclohexanecarboxamide (AZD4996): A potent and highly selective cathepsin k inhibitor for the treatment of osteoarthritis

Directed screening of nitrile compounds revealed 3 as a highly potent cathepsin K inhibitor but with cathepsin S activity and very poor stability to microsomes. Synthesis of compounds with reduced molecular complexity, such as 7, revealed key SAR and demonstrated that baseline physical properties and in vitro stability were in fact excellent for this series. The tricycle carboline P3 unit was discovered by hypothesis-based design using existing structural information. Optimization using small substituents, knowledge from matched molecular pairs, and control of lipophilicity yielded compounds very close to the desired profile, of which 34 (AZD4996) was selected on the basis of pharmacokinetic profile.

Streptogramin derivatives, their preparation and compositions containing them

Group A streptogramin derivatives of general formula (I) in which:R1 represents a halogen atom or an azido or thiocyanato radical,R2 represents a hydrogen atom or a methyl or ethyl radical,R3 represents a hydrogen atom, or the residue of an aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic or heterocyclylaliphatic ester which may be substituted, andthe bond - - -represents a single bond (stereochemistry 27R) or a double bond,as well as its salts when they exist.