U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H14N4O3S
Molecular Weight 294.33
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFACYTINE

SMILES

CCN1C=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC1=O

InChI

InChIKey=SIBQAECNSSQUOD-UHFFFAOYSA-N
InChI=1S/C12H14N4O3S/c1-2-16-8-7-11(14-12(16)17)15-20(18,19)10-5-3-9(13)4-6-10/h3-8H,2,13H2,1H3,(H,14,15,17)

HIDE SMILES / InChI

Molecular Formula C12H14N4O3S
Molecular Weight 294.33
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Sulfacytine is a short-acting sulfonamide, which was used for the treatment uncomplicated urinary tract infections, but was discontinued. This drug is a is a competitive inhibitor of the dihydropteroate synthetase, that inhibits bacterial synthesis of dihydrofolic acid by preventing the condensation of the peridine with para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
RENOQUID

Approved Use

Unknown

Launch Date

1975
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
4 h
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
SULFACYTINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
14%
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
SULFACYTINE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
Double-blind comparison of sulfacytine, a new sulfonamide, with sulfisoxazole in acute uncomplicated urinary tract infections.
1976 Feb
Sulfacytine vs. sulfisoxazole for urinary tract infections in an obstetric-gynecologic population.
1976 Jun
Patents

Patents

Sample Use Guides

In Vivo Use Guide
1Gm per day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:45:46 GMT 2023
Edited
by admin
on Sat Dec 16 17:45:46 GMT 2023
Record UNII
T795873AJP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SULFACYTINE
HSDB   MART.   MI   ORANGE BOOK   USAN   VANDF  
USAN  
Official Name English
sulfacitine [INN]
Common Name English
SULFACYTINE [HSDB]
Common Name English
NSC-356717
Code English
N-SULFANILYL-1-ETHYLCYTOSINE
Systematic Name English
1-ETHYL-N-SULFANILYLCYTOSINE
Systematic Name English
RENOQUID
Brand Name English
SULFACITINE
INN   WHO-DD  
INN  
Official Name English
SULFANILAMIDE, N1-(1-ETHYL-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)-
Systematic Name English
N(SUP 1)-(1-ETHYL-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)SULFANILAMIDE
Systematic Name English
SULFACYTINE [MART.]
Common Name English
BENZENESULFONAMIDE, 4-AMINO-N-(1-ETHYL-1,2-DIHYDRO-2-OXO-4-PYRIMIDINYL)-
Systematic Name English
CI-636
Code English
SULFACYTINE [VANDF]
Common Name English
SULFACYTINE [MI]
Common Name English
SULFACYTINE [USAN]
Common Name English
SULFACYTINE [ORANGE BOOK]
Common Name English
Sulfacitine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29739
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
Code System Code Type Description
INN
2891
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
RXCUI
78902
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY RxNorm
SMS_ID
100000083262
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
EPA CompTox
DTXSID6023606
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201056
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
WIKIPEDIA
Sulfacytine
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
NCI_THESAURUS
C47734
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
FDA UNII
T795873AJP
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
PUBCHEM
5322
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
CAS
1401-49-6
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
NO STRUCTURE GIVEN
DRUG CENTRAL
2499
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
MERCK INDEX
m10304
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY Merck Index
NSC
356717
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
HSDB
3272
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
EVMPD
SUB10690MIG
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
CAS
17784-12-2
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
MESH
C100141
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
DRUG BANK
DB01298
Created by admin on Sat Dec 16 17:45:46 GMT 2023 , Edited by admin on Sat Dec 16 17:45:46 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY