Cefotiam Hexetil Hydrochloride

HCID 175647

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Basic information

CAS: 95789-30-3
Standard SMILES: CC(OC(=O)OC1CCCCC1)OC(=O)C1=C(CSc2nnnn2CCN(C)C)CS[C@@H]2[C@H](NC(=O)Cc3csc(N)n3)C(=O)N12.Cl.Cl
InChIKey: FFSANQNELHESQJ-LWBICVDYSA-N
Molecular formula: C27H39Cl2N9O7S3
Average molar mass: 768.8 g/mol
Monoisotopic mass: 767.1511635

Overview

Cefotiam hexetil dihydrochloride is the dihydrochloride salt of cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester. It is used as a prodrug for cefotiam. It has a role as an antibacterial drug and a prodrug. It contains a cefotiam hexetil ester. It is functionally related to a cefotiam.

Names & identifiers

Preferred name: Cefotiam Hexetil Hydrochloride
IUPAC: 1-cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;dihydrochloride
English name: SCE 2174
Molecular formula: C27H38ClN9O7S3
Molecular weight: 732.29

Names & synonyms

cefotiam hexetil hydrochloride95789-30-3cefotiam hexetil dihydrochlorideCefotiam hexetil HClCTM-HE3N1X7E8CLEcefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester dihydrochlorideCHEBI:31373DTXSID90241980Pansporin-TRefChem:124241DTXCID20164471

Show more names

SCE 2174Cefotiam ImpSCE 2174 USP/EP/BPCefotiam Impurity 15CTM-HE hydrochlorideCefotiam Hexetil 2HClSCE-2174 hydrochlorideCefotiam (mixture of Diastereomers)Cefotiam Impurity 11（Cefotiam Hexetil Hydrochloride）

(1RS)-1-Cyclohexyloxycarbonyloxyethyl (6R,7R)-7-(2-(2-aminothiazol-4-yl)acetylamino)-3-(1-(2-dimethylaminoethyl)-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate dihydrochloride5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-,1-(((cyclohexyloxy)carbonyl)oxy)ethyl Ester, Dihydrochloride, (6R-(6-alpha,7-beta))-1-(((cyclohexyloxy)carbonyl)oxy)ethyl (6R,7R)-7-(((2-amino-1,3-thiazol-4-yl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)sulfanyl)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate dihydrochloride;1-(((cyclohexyloxy)carbonyl)oxy)ethyl 7beta-(2-amino-1,3-thiazol-4-yl)acetamido-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)sulfanyl)methyl)-3,4-didehydrocepham-4-carboxylate dihydrochlorideCefotiam hexetil (hydrochloride)Cefotiam hexetil hydrochloride [JAN]1-cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;dihydrochloridePansporin TCefotiam Hexetil Hydrochloride (mixture of Diastereomers)

Database identifiers

CAS: 95789-30-3
PubChem CID: 175647
ChEMBL: CHEMBL6067681
ChEBI: CHEBI:31373
UNII: 3N1X7E8CLE
EC Number: 680-797-5

Properties

Computed structural properties

Topological polar surface area: 276 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 16
Rotatable bonds: 16
Heavy atoms: 48
Formal charge: 0
Complexity: 1,160

Physicochemical properties

Melting point: 120 · 120-130°C
storage temp.: -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
color: White to Pale Yellow
CAS DataBase Reference: 95789 · 95789-30-3
FDA UNII: 3 N1X7E8CLE · 3N1X7E8CLE
Symbol(GHS): 8 · GHS08
Signal word: Danger
Hazard statements: 334 · H334-H317
Precautionary statements: 261 · P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P285-P304+P341-P342+P311-P501
Toxicity: 50 in · LD50 in male, female mice, male, female rats (mg/kg): 1290, 1150, 1470, 1620 i.p.; >2000 s.c.; >5000 orally (Chiba)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

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

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Sens. 1 (100%)

Safety data

Toxicity: LD50 in male, female mice, male, female rats (mg/kg): 1290, 1150, 1470, 1620 i.p.; >2000 s.c.; >5000 orally (Chiba)
Signal word: Danger
Symbol(GHS): GHS08
Hazard statements: H334-H317
Precautionary statements: P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P261-P285-P304+P341-P342+P311-P501

Chemistry & industry

Pharmacology

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

Applications · 2 items

DescriptionCefotiam hexetil hydrochloride is an orally active, broad-spectrum cephalosporin useful in the treatment of bacterial infections. It is a prodrug hydrolyzed in the GI tract and absorbed as cefotiam. Cefotiam hexetil hydrochloride is reported to be especially potent against Streptococci strains.

UsesA semi-synthetic cephalosporin antibiotic. Antibacterial.

Suppliers59 total

北京华美互利生物化工010-56205725 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]

苏州朗恩生物科技有限公司13921996628 · [email protected]

湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]

Additional notes

DefinitionChEBI: The dihydrochloride salt of cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester. It is used as a prodrug for cefotiam.

Related reactions

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Compound notes

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