ChemFOnt: Showing chemical card for Sulfamerazine (CFc000009785)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:02 UTC

Chemfont ID

CFc000009785

Molecule Identification

Common Name

Sulfamerazine

Definition

Sulfamerazine is only found in individuals that have used or taken this drug.It is a sulfanilamide that is used as an antibacterial agent. [PubChem]Sulfamerazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamerazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin	ChEBI
2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine	ChEBI
2-(p-Aminobenzolsulfonamido)-4-methylpyrimidine	ChEBI
2-(Sulfanilamido)-4-methylpyrimidine	ChEBI
2-Sulfa-4-methylpyrimidine	ChEBI
4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamide	ChEBI
N-(4-Methyl-2-pyrimidyl)sulfanilamide	ChEBI
N(1)-(4-Methyl-2-pyrimidinyl)sulfanilamide	ChEBI
Sulfamerazina	ChEBI
Sulfamerazinum	ChEBI
Sulfamethyldiazine	ChEBI
Sulphamerazine	ChEBI
(p-Aminobenzolsulphonyl)-2-amino-4-methylpyrimidin	Generator
2-(4-Aminobenzenesulphonamido)-4-methylpyrimidine	Generator
2-(p-Aminobenzolsulphonamido)-4-methylpyrimidine	Generator
2-(Sulphanilamido)-4-methylpyrimidine	Generator
2-Sulpha-4-methylpyrimidine	Generator
4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulphonamide	Generator
N-(4-Methyl-2-pyrimidyl)sulphanilamide	Generator
N(1)-(4-Methyl-2-pyrimidinyl)sulphanilamide	Generator
Sulphamerazina	Generator
Sulphamerazinum	Generator
Sulphamethyldiazine	Generator
Sulfamerazine veyx brand	HMDB
Trimetox	HMDB
Veyx brand OF sulfamerazine	HMDB
Methylsulfadiazine	HMDB
Mebacid	HMDB

Chemical Formula

C₁₁H₁₂N₄O₂S

Average Molecular Weight

264.304

Monoisotopic Molecular Weight

264.068096338

IUPAC Name

4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamide

Traditional Name

sulfamerazine

CAS Registry Number

127-79-7

SMILES

CC1=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC=C1

InChI Identifier

InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

InChI Key

QPPBRPIAZZHUNT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Aminobenzenesulfonamides

Alternative Parents

Substituents

Aminobenzenesulfonamide
Benzenesulfonyl group
Aniline or substituted anilines
Pyrimidine
Organosulfonic acid amide
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Heteroaromatic compound
Aminosulfonyl compound
Sulfonyl
Azacycle
Organoheterocyclic compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organosulfur compound
Organonitrogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

sulfonamide (CHEBI:102130 )
pyrimidines (CHEBI:102130 )
sulfonamide antibiotic (CHEBI:102130 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0015521)

Source

Exogenous

Exogenous (HMDB: HMDB0015521)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.3 g/L	ALOGPS
logP	0.44	ALOGPS
logP	0.52	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	2.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.97 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	68.79 m³·mol⁻¹	ChemAxon
Polarizability	26.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0015521

DrugBank ID

DB01581

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5134

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sulfamerazine

METLIN ID

Not Available

PubChem Compound

5325

PDB ID

Not Available

ChEBI ID

102130

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sulfamerazine (CFc000009785)

MOL for CFc000009785 (Sulfamerazine)

3D MOL for CFc000009785 (Sulfamerazine)

3D SDF for CFc000009785 (Sulfamerazine)

3D-SDF for CFc000009785 (Sulfamerazine)

PDB for CFc000009785 (Sulfamerazine)

3D PDB for CFc000009785 (Sulfamerazine)

SMILES for CFc000009785 (Sulfamerazine)

INCHI for CFc000009785 (Sulfamerazine)

Structure for CFc000009785 (Sulfamerazine)

3D Structure for CFc000009785 (Sulfamerazine)