ChemFOnt: Showing chemical card for Sulfadimethoxine (CFc000009878)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:09 UTC

Chemfont ID

CFc000009878

Molecule Identification

Common Name

Sulfadimethoxine

Definition

Sulfadimethoxine (trade name Di-Methox, Albon) is a sulfonamide antibiotic. Sulfadimethoxine is used to treat many infections including treatment of respiratory, urinary tract, enteric, and soft tissue infections. It is most frequently used in veterinary medicine, although it is approved in some countries for use in humans. Sulfadimethoxine inhibits bacterial synthesis of folic acid (pteroylglutamic acid) from para-aminobenzoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,4-Dimethoxy-6-sulfanilamido-1,3-diazine	ChEBI
2,6-Dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidine	ChEBI
2,6-Dimethoxy-4-sulfanilamidopyrimidine	ChEBI
4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide	ChEBI
6-Sulfanilamido-2,4-dimethoxypyrimidine	ChEBI
Abcid	ChEBI
Agribon	ChEBI
N(1)-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide	ChEBI
Sulfadimethoxinum	ChEBI
Sulfadimethoxydiazine	ChEBI
Sulfadimetoxina	ChEBI
Sulphadimethoxine	ChEBI
2,4-Dimethoxy-6-sulphanilamido-1,3-diazine	Generator
2,6-Dimethoxy-4-(p-aminobenzenesulphonamido)pyrimidine	Generator
2,6-Dimethoxy-4-sulphanilamidopyrimidine	Generator
4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulphonamide	Generator
6-Sulphanilamido-2,4-dimethoxypyrimidine	Generator
N(1)-(2,6-Dimethoxy-4-pyrimidinyl)sulphanilamide	Generator
Sulphadimethoxinum	Generator
Sulphadimethoxydiazine	Generator
Sulphadimetoxina	Generator
Deposul	HMDB

Chemical Formula

C₁₂H₁₄N₄O₄S

Average Molecular Weight

310.329

Monoisotopic Molecular Weight

310.073575646

IUPAC Name

4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide

Traditional Name

sulfadimethoxine

CAS Registry Number

122-11-2

SMILES

COC1=NC(OC)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1

InChI Identifier

InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)

InChI Key

ZZORFUFYDOWNEF-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
Alkyl aryl ether
Pyrimidine
Organosulfonic acid amide
Imidolactam
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Aminosulfonyl compound
Heteroaromatic compound
Organoheterocyclic compound
Ether
Azacycle
Organic oxygen compound
Organic oxide
Amine
Organic nitrogen compound
Organopnictogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:32161 )
substituted aniline (CHEBI:32161 )
sulfonamide (CHEBI:32161 )
pyrimidines (CHEBI:32161 )
sulfonamide antibiotic (CHEBI:32161 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015621)
Cell membrane (HMDB: HMDB0015621)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Source

Exogenous

Exogenous (HMDB: HMDB0015621)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0015621)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.28 g/L	ALOGPS
logP	1.08	ALOGPS
logP	1.26	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.91	ChemAxon
pKa (Strongest Basic)	1.95	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	116.43 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.75 m³·mol⁻¹	ChemAxon
Polarizability	29.6 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