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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12BrN4O2S.Na.H2O
Molecular Weight 397.223
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFABROMOMETHAZINE SODIUM

SMILES

O.[Na+].CC1=NC([N-]S(=O)(=O)C2=CC=C(N)C=C2)=NC(C)=C1Br

InChI

InChIKey=RFIVRKPJMTYCIP-UHFFFAOYSA-N
InChI=1S/C12H12BrN4O2S.Na.H2O/c1-7-11(13)8(2)16-12(15-7)17-20(18,19)10-5-3-9(14)4-6-10;;/h3-6H,14H2,1-2H3;;1H2/q-1;+1;

HIDE SMILES / InChI
Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C12H13BrN4O2S
Molecular Weight 357.226
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Sulfabromomethazine is a long-acting derivative of sulfamezathine that is used in the poultry, swine and cattle industries for the treatment of coccidiosis and various bacterial infections. Single oral doses of the drug have been used to treat calf diphteria and pneumonia, metritis, foot root and septic mastitis in cattle with repeated dose 48 hors later sometimes required. Use of sulfabromomethazine during the last 3 months of pregnancy should be avoided. The compound is now rarely used.

Originator

English, J.P. et al.
3
Curator's Comment: reference retrieved from www.drugfuture.com/chemdata/sulfabromomethazine.html

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
T. gondii dihydropteroate synthase (Q2HWT3_TOXGO)
3
Target ID: T. gondii dihydropteroate synthase (Q2HWT3_TOXGO)
Inhibitor
8297
 230.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
Sulfabrom

Approved Use

Used in the poultry, swine and cattle industries for the treatment of coccidiosis and various bacterial infections.

Launch Date

1958
Curative
Approved
8429
Sulfabrom

Approved Use

Used in the poultry, swine and cattle industries for the treatment of coccidiosis and various bacterial infections.

Launch Date

1958
PubMed

PubMed

TitleDatePubMed
The pharmacology of sulfabromomethazine, a new long-acting sulfonamide, in cattle.
1958 Apr
Identification of a class of sulfonamides highly active against dihydropteroate synthase form Toxoplasma gondii, Pneumocystis carinii, and Mycobacterium avium.
1996 Mar
Patents

Patents

20070116729
157
US4665100
7

Sample Use Guides

In Vitro Use Guide
Curator's Comment: The compounds including sulfabromomethazine (compound # 5874) were tested using a parasite growth inhibition assay to obtain dose-response curves and IC50 determinations for each compound.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:02:12 GMT 2023
Edited
by admin
on Fri Dec 15 17:02:12 GMT 2023
Record UNII
Y200FZX73L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SULFABROMOMETHAZINE SODIUM
GREEN BOOK  
Common Name English
SULFABROMOMETHAZINE SODIUM [GREEN BOOK]
Common Name English
SULFABROM
Common Name English
BENZENESULFONAMIDE, 4-AMINO-N-(5-BROMO-4,6-DIMETHYL-2-PYRIMIDINYL)-, SODIUM SALT, HYDRATE (1:1:1)
Common Name English
SODIUM N(SUP 1)-(5-BROMO-4,6-DIMETHYL-2-PYRIMIDINYL)SULFANILAMIDE, MONOHYDRATE
Common Name English
SULFABROMOMETHIAZINE SODIUM
Common Name English
SODIUM SULFABROMOMETHAZINE MONOHYDRATE
Common Name English
SULFABROMOMETHAZINE SODIUM SALT MONOHYDRATE [MI]
Common Name English
SULFABROMOMETHAZINE SODIUM SALT MONOHYDRATE
MI  
Common Name English
Classification Tree Code System Code
CFR 21 CFR 556.620
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
NCI_THESAURUS C29739
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C84591
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
MERCK INDEX
m10300
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY Merck Index
CFR
21 CFR 520.2170
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
DRUG BANK
DBSALT001703
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111078
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
EPA CompTox
DTXSID30209887
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
FDA UNII
Y200FZX73L
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
CAS
6101-20-8
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
PUBCHEM
71586868
Created by admin on Fri Dec 15 17:02:12 GMT 2023 , Edited by admin on Fri Dec 15 17:02:12 GMT 2023
PRIMARY
Related Record Type Details
Structure of SULFABROMOMETHAZINE SODIUM ANHYDROUS
ANHYDROUS->SOLVATE
Structure of SULFABROMOMETHAZINE
PARENT -> SALT/SOLVATE
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