Cephalexin Monohydrate

HCID 62921

基本情報

CAS: 1820673-23-1
標準SMILES: CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccccc3)[C@H]2SC1.O
InChIKey: AVGYWQBCYZHHPN-CYJZLJNKSA-N
分子式: C16H19N3O5S
平均分子量: 365.4 g/mol
単同位体質量: 365.10454171

概要

Cephalexin monohydrate is a hydrate of cephalexin consisting of equimolar amounts of hydrate and cephalexin. It has a role as an antibacterial drug. It contains a cephalexin.

名称と識別子

優先名称: Cephalexin Monohydrate
IUPAC: (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate
英語名: Cephalexin hydrate
分子式: C16H19N3O5S
分子量: 365.40416

名称と別名

Cephalexin monohydrate23325-78-2cefalexin hydrate7-(D-alpha-Amino-alpha-phenylacetamido)-3-methyl-3-cephem-4-carboxylic acid monohydrateCHEBI:3535DTXSID30945995RefChem:575134DTXCID901374293(6R,7R)-7-(((2R)-2-amino-2-phenylacetyl)amino)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid--water (1/1);7beta-((2R)-2-amino-2-phenylacetamido)-3-methyl-3,4-didehydrocepham-4-carboxylic acid--water (1/1)Cephalexin hydratePalitrexCephalexin (monohydrate)

名称をさらに表示

cephalexin.H2Ocefalexin.H2OMFCD00167148Ceffanex(6R,7R)-7-((R)-2-amino-2-phenylacetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrateSQ 20248(6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate(6R,7R)-7-{[(2R)-2-amino-2-phenylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid--water (1/1)

データベース識別子

CAS: 1820673-23-1、23325-78-2
PubChem CID: 62921
DTXSID: DTXSID30945995
ChEBI: CHEBI:3535
UNII: OBN7UDS42Y
EC Number: 629-748-1、998-943-4

物性

構造計算による物性

極性表面積: 139 Å²
水素結合供与体数: 4
水素結合受容体数: 7
回転可能結合数: 4
重原子数: 25
形式電荷: 0
複雑度: 600

物理化学的性質

溶解性: DMSO、メタノールに可溶。
外見: Powder
安定性: Unstable in Solution
InChI: 1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15;/m1./s1
InChIKey: AVGYWQBCYZHHPN-FNOHQHCYSA-N
SMILES: S1C2N(C(=C(C1)C)C(=O)O)C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3.O

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P318, P321, P330, P333+P317, P342+P316, P362+P364, P403, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

危険有害性情報

Regulatory InformationCephalexin: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(aminophenylacetyl)amino]-3-methyl-8-oxo-, monohydrate, [6R-[6.alpha.,7.beta.(R*)]]-: Environment tier I assessment

Hazard Classes and Categories · 2 件

Acute Tox. 4 (20%)

Skin Sens. 1 (100%)

安全データ

wgk: WGK 3
Hazard Classifications: Resp. Sens. 1Skin Sens. 1
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.

応用分野 · 1 件

使用Cephalexin is a cephalosporin antibiotic used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis. Cephalexin disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cephalexin antibiotics mimic the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan.