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Details

Stereochemistry ACHIRAL
Molecular Formula C11H12N4O3S
Molecular Weight 280.303
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFALENE

SMILES

COC1=C(NS(=O)(=O)C2=CC=C(N)C=C2)N=CC=N1

InChI

InChIKey=KXRZBTAEDBELFD-UHFFFAOYSA-N
InChI=1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/sulfalene.html | https://www.ncbi.nlm.nih.gov/pubmed/137981 | https://www.ncbi.nlm.nih.gov/pubmed/4888027 | https://www.ncbi.nlm.nih.gov/pubmed/5864358

Sulfalene (INN, USAN) or Sulfametopyrazine (BAN) is a long-acting sulfonamide antibiotic used for the treatment of chronic bronchitis, urinary tract infections, and malaria. Sulfametopyrazine, by virtue of a long half-life, achieves peak blood levels of 120 mkg/ml or more which fall to around 30-50 mkg/ml one week after a single oral dose of 2 g. Long-term administration of this drug in the treatment of leprosy for up to 3 years has been accomplished without serious unwanted effects

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Kelfizina

Approved Use

Unknown
Primary
Sulfametopyrazine

Approved Use

Unknown
Primary
Kelfizina

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Hypoxia and oxidative stress. Tumour hypoxia--therapeutic considerations.
2001
Specific growth rate of bifidobacteria cultured on different sugars.
2002
Potential antiamoebic property of the roots of Piper longum Linn.
2002 Nov
Evolution of mosaic operons by horizontal gene transfer and gene displacement in situ.
2003
Viability of microencapsulated bifidobacteria in simulated gastric juice and bile solution.
2003 Sep 15
Anti-inflammatory activities of Aller-7, a novel polyherbal formulation for allergic rhinitis.
2004
Comparative genomics of gene-family size in closely related bacteria.
2004
Pharmacokinetic and pharmacodynamic studies on interaction of "Trikatu" with diclofenac sodium.
2004 Apr
Effect of an indigenous herbal compound preparation 'Trikatu' on the lipid profiles of atherogenic diet and standard diet fed Rattus norvegicus.
2004 Dec
Piperlonguminine from Piper longum with inhibitory effects on alpha-melanocyte-stimulating hormone-induced melanogenesis in melanoma B16 cells.
2004 Dec
Immunomodulatory and antitumor effects in vivo by the cytoplasmic fraction of Lactobacillus casei and Bifidobacterium longum.
2004 Mar
The PAV trial: does lactobacillus prevent post-antibiotic vulvovaginal candidiasis? Protocol of a randomised controlled trial [ISRCTN24141277].
2004 Mar 28
A proteomic view of Bifidobacterium infantis generated by multi-dimensional chromatography coupled with tandem mass spectrometry.
2005 May
Patents

Sample Use Guides

Adults with acute diseases on day 1 - 1 g, then 200 mg / day. The duration of the course is 7-10 days. With chronic, long-term infections (with chronic lung diseases, rheumatism, kidney and urinary tract diseases) - 2 g in 1 dose once a week.
Route of Administration: Oral
In Vitro Use Guide
The bacteria Streptococcus faecium durans (Streptococcus faecalis ATCC 8043), Lactobacillus casei ATCC 7469, Pediococcus cereuisiae ATCC 8081, and Escherichia coli ATCC 10536 were used for activity evaluation. Amounts of 8 ml of the appropriate basal medium were placed in tubes and sterilized by autoclaving at 121 C for 10 min. Folic acid or calcium leucovorin diluted in 25% sterile glucose solution was added in 1-ml quantities. The final concentrations of folic acid were 0.002 ,ug/ml for S. faecium and 0.001 ,ug/ml for L. casei; the final concentration of calcium leucovorin was 0.001 ,ug/ml for P. cerevisiae. Stock solutions of PM in 0.04 N HCl and of CGT, TMP, and MTX in distilled water were sterilized by membrane filtration. SULFALENE dilutions in 1 ml of distilled water were added to give a final volume of 10 ml. Growth of the test organisms was read as turbidity in the Klett-Summerson photoelectric colorimeter. The results are expressed as the micromolar concentration required to produce 50% growth inhibition (ICs,) of the strain under the conditions used. Where sufficient drug was available, concentrations up to 1000 mkg/ml were tested; when this was not possible the highest concentration used was 100 mkg/ml.
Name Type Language
SULFALENE
INN   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
BENZENESULFONAMIDE, 4-AMINO-N-(3-METHOXYPYRAZINYL)-
Systematic Name English
AS-18908
Code English
N(SUP 1)-(3-METHOXYPYRAZINYL)SULFANILAMIDE
Systematic Name English
SULFAMETOPYRAZINE [MART.]
Common Name English
SULFALENE [MI]
Common Name English
NSC-110433
Code English
sulfalene [INN]
Common Name English
Sulfalene [WHO-DD]
Common Name English
SULFAMETOPYRAZINE
MART.  
Common Name English
SULFAMETHOXYPYRAZINE
Common Name English
SULFALENE [USAN]
Common Name English
SULFAMETHOPYRAZINE
JAN  
Common Name English
SULFAMETHOPYRAZINE [JAN]
Common Name English
Classification Tree Code System Code
WHO-ATC J01ED02
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
WHO-ATC P01BF04
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
WHO-VATC QJ01EQ19
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
NCI_THESAURUS C29739
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
205-804-7
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID2046179
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL1525826
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
WIKIPEDIA
Sulfalene
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
MESH
D013415
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
NSC
110433
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
RXCUI
10175
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY RxNorm
MERCK INDEX
m10312
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY Merck Index
CAS
152-47-6
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
DRUG BANK
DB00664
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
FDA UNII
T6BL4ZC15G
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
DRUG CENTRAL
2517
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
PUBCHEM
9047
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
SMS_ID
100000085218
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
EVMPD
SUB10705MIG
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
NCI_THESAURUS
C80793
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY
INN
1209
Created by admin on Fri Dec 15 15:01:29 GMT 2023 , Edited by admin on Fri Dec 15 15:01:29 GMT 2023
PRIMARY