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

Details

Stereochemistry ACHIRAL
Molecular Formula C12H13N5O2S.ClH
Molecular Weight 327.79
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of Sulfamidochrysoidine hydrochloride

SMILES

Cl.NC1=CC=C(\N=N\C2=CC=C(C=C2)S(N)(=O)=O)C(N)=C1

InChI

InChIKey=GMGDMWHAFYNGFF-CMBBICFISA-N
InChI=1S/C12H13N5O2S.ClH/c13-8-1-6-12(11(14)7-8)17-16-9-2-4-10(5-3-9)20(15,18)19;/h1-7H,13-14H2,(H2,15,18,19);1H/b17-16+;

HIDE SMILES / InChI

Molecular Formula C12H13N5O2S
Molecular Weight 291.329
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Staphylococcal peptidoglycan co-localizes with Nod2 and TLR2 and activates innate immune response via both receptors in primary murine keratinocytes.
2010-10-07
Ochratoxin A in roasted coffee from French supermarkets and transfer in coffee beverages: comparison of analysis methods.
2010-08
Redox regulation of the NPR1-TGA1 system of Arabidopsis thaliana by nitric oxide.
2010-08
Variation in antiherbivore defense responses in synthetic Nicotiana allopolyploids correlates with changes in uniparental patterns of gene expression.
2010-08
Psychological stress-induced, IDO1-dependent tryptophan catabolism: implications on immunosuppression in mice and humans.
2010-07-28
Enterorhabdus caecimuris sp. nov., a member of the family Coriobacteriaceae isolated from a mouse model of spontaneous colitis, and emended description of the genus Enterorhabdus Clavel et al. 2009.
2010-07
Rapid metabolic profiling of Nicotiana tabacum defence responses against Phytophthora nicotianae using direct infrared laser desorption ionization mass spectrometry and principal component analysis.
2010-06-09
Aged Tgfbeta2/Gdnf double-heterozygous mice show no morphological and functional alterations in the nigrostriatal system.
2010-06
Regulation of plant glycine decarboxylase by s-nitrosylation and glutathionylation.
2010-03
A brief history of the antibiotic era: lessons learned and challenges for the future.
2010
Carbonic anhydrase inhibitors. Inhibition of the Rv1284 and Rv3273 beta-carbonic anhydrases from Mycobacterium tuberculosis with diazenylbenzenesulfonamides.
2009-09-01
The last year before the dawn of antibiotics.
2009-08
Papers presented at the 2008 meeting of the Musculoskeletal Infection Society: John Albert Key, 1890-1955.
2009-07
Different roads to discovery; Prontosil (hence sulfa drugs) and penicillin (hence beta-lactams).
2009-06
Lobar pneumonia treated by Musgrave Park physicians.
2009-05
Phosphonocarboxylates inhibit the second geranylgeranyl addition by Rab geranylgeranyl transferase.
2009-03-13
The determinants of the antibiotic resistance process.
2009
History revisited-Prontosil red.
2008-08
Dr Leonard Colebrook, FRS (1883-1967) and the chemotherapeutic conquest of puerperal infection.
2008-05
Carbonic anhydrase inhibitors: cloning, characterization, and inhibition studies of the cytosolic isozyme III with sulfonamides.
2007-12-01
[Return to the future 10 years later].
2007-06
[Study on bile excretion of scutellarein].
2006-10
Sensitive quantification of omeprazole and its metabolites in human plasma by liquid chromatography-mass spectrometry.
2006-02-02
Determination of free ertapenem in plasma and bronchoalveolar lavage by high-performance liquid chromatography with ultraviolet detection.
2006-01-18
Putting theory into practice: James Black, receptor theory and the development of the beta-blockers at ICI, 1958-1978.
2006-01
Assessment of the in-vivo stereochemical integrity of aprepitant based on the analysis of human plasma samples via high-performance liquid chromatography with mass spectrometric detection.
2005-09
Emerging issues in infective endocarditis.
2004-06
Fatal spotted fever rickettsiosis, Kenya.
2004-05
Acute spotted fever rickettsiosis among febrile patients, Cameroon.
2004-03
New generation of sterically protected C18 stationary phases containing embedded urea groups for use in high-performance liquid chromatography.
2003-02-14
Determination of testosterone metabolites in human hepatocytes. I. Development of an on-line sample preparation liquid chromatography technique and mass spectroscopic detection of 6beta-hydroxytestosterone.
2003-01-25
Simple and sensitive method for the determination of celecoxib in human serum by high-performance liquid chromatography with fluorescence detection.
2002-03-05
Preparation of a new C18 stationary phase containing embedded urea groups for use in high-performance liquid chromatography.
2002-03-01
[Gerhard Domagk. A pathologist conquers bacterial infectious diseases].
2001-07
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:24:35 GMT 2025
Edited
by admin
on Mon Mar 31 22:24:35 GMT 2025
Record UNII
2N9562JWVL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRONTOSIL
Preferred Name English
Sulfamidochrysoidine hydrochloride
MI  
Common Name English
SEPTOSAN
Brand Name English
PRONTOSIL FLAVUM
Brand Name English
Benzenesulfonamide, 4-[2-(2,4-diaminophenyl)diazenyl]-, hydrochloride (1:1)
Systematic Name English
RUBIAZOL I
Brand Name English
SULFAMIDOCHRYSOIDINE HYDROCHLORIDE [MI]
Common Name English
PRONTOSIL RUBRUM
Brand Name English
2,4-Diaminoazobenzene-4?-sulfonamide hydrochloride
Systematic Name English
STREPTOZON
Brand Name English
Code System Code Type Description
CAS
33445-35-1
Created by admin on Mon Mar 31 22:24:35 GMT 2025 , Edited by admin on Mon Mar 31 22:24:35 GMT 2025
PRIMARY
EPA CompTox
DTXSID30187090
Created by admin on Mon Mar 31 22:24:35 GMT 2025 , Edited by admin on Mon Mar 31 22:24:35 GMT 2025
PRIMARY
CHEBI
8464
Created by admin on Mon Mar 31 22:24:35 GMT 2025 , Edited by admin on Mon Mar 31 22:24:35 GMT 2025
PRIMARY
FDA UNII
2N9562JWVL
Created by admin on Mon Mar 31 22:24:35 GMT 2025 , Edited by admin on Mon Mar 31 22:24:35 GMT 2025
PRIMARY
MERCK INDEX
m10325
Created by admin on Mon Mar 31 22:24:35 GMT 2025 , Edited by admin on Mon Mar 31 22:24:35 GMT 2025
PRIMARY Merck Index
PUBCHEM
71954678
Created by admin on Mon Mar 31 22:24:35 GMT 2025 , Edited by admin on Mon Mar 31 22:24:35 GMT 2025
PRIMARY
Related Record Type Details
METABOLITE -> PARENT
METABOLITE -> PARENT