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Details

Stereochemistry ACHIRAL
Molecular Formula C11H11N4O2S.Na
Molecular Weight 286.285
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFAMERAZINE SODIUM

SMILES

[Na+].CC1=NC([N-]S(=O)(=O)C2=CC=C(N)C=C2)=NC=C1

InChI

InChIKey=BSFJGCCAXDCMOX-UHFFFAOYSA-N
InChI=1S/C11H11N4O2S.Na/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10;/h2-7H,12H2,1H3;/q-1;+1

HIDE SMILES / InChI

Molecular Formula C11H12N4O2S
Molecular Weight 264.304
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Sulfamerazine is a sulfonamide antibiotic, which acts by inhibiting folic acid synthesis in bacterias. The primary target of sulfamerazine is believed to be dihydropteroate synthetase. Sulfamerazine (in comination with Sulfadiazine and Sulfamethazine) was used in the US under different names, including the earliest brand of Neotrizine. Nowdays, the drugs containing sulfamerazine are no longer available for use in humans in the US, however, they may be prescribed for veterinary purposes.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.078 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
NEOTRIZINE

Cmax

ValueDoseCo-administeredAnalytePopulation
37.61 μg/mL
60 mg/kg single, intravenous
SULFAMERAZINE plasma
Bos taurus

AUC

ValueDoseCo-administeredAnalytePopulation
2023.4 μg × h/mL
60 mg/kg single, intravenous
SULFAMERAZINE plasma
Bos taurus

T1/2

ValueDoseCo-administeredAnalytePopulation
7.08 h
60 mg/kg single, intravenous
SULFAMERAZINE plasma
Bos taurus

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Adults: 2 tablets (each tablets contains 167 mg Sulfamerazine, 167 mg Sulfadiazine and 167 mg Sulfamethazine) every 12 hours or an initial dose of 4 tablets followed by 2 tablets every 6 hours.
Route of Administration: Oral
In Vitro Use Guide
Sulfamerazine MIC50 values were >50 ug/ml (B. fragilis group), 6.4 ug/ml (Bacteroides sp.), 3.2 ug/ml (Fusobacterium sp.), 1.6 ug/ml (Clostridium sp.), 12.5 ug/ml (Anaerobic cocci) and 6.4 ug/ml (Non-spore-forming, gram-positive rods).
Substance Class Chemical
Record UNII
JOV4UJY07O
Record Status Validated (UNII)
Record Version