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Merck
CN

SML0056

Cefotiam dihydrochloride hydrate

≥98% (HPLC)

Synonym(s):

(6R,7R)-7-[[2-(2-Amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl]-thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid dihydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C18H23N9O4S3 · 2HCl · xH2O
CAS Number:
66309-69-1
Molecular Weight:
598.55 (anhydrous basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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SMILES string

[s]1c(nc(c1)CC(=O)N[C@H]2[C@H]3SCC(=C(N3C2=O)C(=O)O)CSc4[n](nnn4)CCN(C)C)N.[Cl-].[Cl-].[H+].[H+]

InChI

1S/C18H23N9O4S3.2ClH/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10;;/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31);2*1H/t12-,15-;;/m1../s1

InChI key

BWRRTAXZCKVRON-DGPOFWGLSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

H2O: ≥22 M

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

100

General description

Chemical structure: β-lactam

Application

Cefotiam dihydrochloride hydrate is used as broad-spectrum antibiotic.

Biochem/physiol Actions

Cefotiam is a second generation cephalosporin antibiotic which has been used as a prophylatic antibiotic for MRSA.
Cefotiam, a derivative of cephalosporin, exhibits broad-spectrum anti-bacterial activity. It inhibits the cross-linking stage of peptidoglycan and blocks the synthesis of bacterial cell wall. It is resistant to β-lactamases.
Second generation cephalosporin, prophylatic antibiotic for MRSA

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000238591
0000238591
0000301897
0000301897
0000297767

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Rainer Müller et al.
Arzneimittel-Forschung, 53(2), 126-132 (2003-03-20)
The efficacy of the perioperative short-term prophylaxis with cefotiam (CAS 66309-69-1) and cefuroxime axetil (CAS 64544-07-6) was analysed by the assessment of the pharmacological kinetics in the serum and the tonsil tissue in 50 patients with recurrent tonsillitis. Twenty-four patients
J R Lentino et al.
Antimicrobial agents and chemotherapy, 25(6), 778-780 (1984-06-01)
Cefotiam was evaluated by a comparative open-label randomized trial with cephalothin in the therapy of skin and soft tissue infections in 39 patients. The most common organism isolated was Staphylococcus aureus (78%). We established evidence of primary infection with gram-negative

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