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Details

Stereochemistry ACHIRAL
Molecular Formula C12H13BrN4O2S
Molecular Weight 357.226
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFABROMOMETHAZINE

SMILES

CC1=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC(C)=C1Br

InChI

InChIKey=KWXCNODTHBHSIQ-UHFFFAOYSA-N
InChI=1S/C12H13BrN4O2S/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,(H,15,16,17)

HIDE SMILES / InChI

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

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

Curator's Comment: reference retrieved from www.drugfuture.com/chemdata/sulfabromomethazine.html

Approval Year

Targets

Targets

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Sulfabrom

Approved Use

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

Launch Date

1958
Curative
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

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 15:08:41 GMT 2023
Edited
by admin
on Fri Dec 15 15:08:41 GMT 2023
Record UNII
PQK2N461KJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SULFABROMOMETHAZINE
MI  
Common Name English
N(SUP 1)-(5-BROMO-4,6-DIMETHYL-2-PYRIMIDINYL)SULFANILAMIDE
Systematic Name English
SULFABROMOMETHAZINE [MI]
Common Name English
NSC-5874
Code English
Classification Tree Code System Code
CFR 21 CFR 520.2170
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
NCI_THESAURUS C29739
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
Code System Code Type Description
PUBCHEM
8310
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
NCI_THESAURUS
C80792
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
MERCK INDEX
m10300
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY Merck Index
CAS
116-45-0
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-142-6
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID5046857
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
NSC
5874
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
DRUG BANK
DB11547
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
FDA UNII
PQK2N461KJ
Created by admin on Fri Dec 15 15:08:41 GMT 2023 , Edited by admin on Fri Dec 15 15:08:41 GMT 2023
PRIMARY
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