Showing Compound Sulphadimethoxine (FDB010661)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:14 UTC

Update date

2015-07-20 22:34:36 UTC

Primary ID

FDB010661

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Sulphadimethoxine

Description

Sulfadimethoxine, also known as abcid or agribon, 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. Sulfadimethoxine is a moderately basic compound (based on its pKa).

CAS Number

122-11-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
2,6-Dimethoxy-4-(P-aminobenzenesulphonamido)pyrimidine	Generator
4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide, 9CI	db_source
4-amino-N-(2,6-Dimethoxy-4-pyrimidinyl)benzenesulphonamide	Generator
4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzolsulfonamid	biospider
4-Amino-N-(2,6-dimethoxy-pyrimidin-4-yl)-benzenesulfonamide	biospider
4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide	biospider
4-Amino-N-[2,6-dimethoxy-4-pyrimidinyl]benzenesulfonamide	biospider
4-p-Aminobenzenesulfonamido-2,6-dimethoxypyrimidine	db_source
Abcid (TN)	biospider
Agribon (TN)	biospider
Albon	biospider
Albon?	db_source
Arnosulfan	biospider
Bactrovet	biospider
Chemiosalfa	db_source
Deltin	db_source
Diasulfa	biospider
Diasulfyl	biospider
Dimetazina	biospider
Dimethoxysulfadiazine	biospider
Dimex	biospider
Dinosol	biospider
Dorisul	biospider
Fuxal	biospider
Madribon	db_source
Madrigid	biospider
Madriqid	biospider
Madroxin	biospider
Madroxine	biospider
Maxulvet	biospider
Memcozine	biospider
Metoxidon	biospider
N'-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide, 8CI	db_source
N(1)-(2,6-dimethoxy-4-pyrimidinyl)sulfanilamide	biospider
N(sup 1)-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide	biospider
N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide	biospider
Neostrepal	biospider
Omnibon	biospider
Persulfen	biospider
Primor	biospider
Radonin	biospider
Redifal	biospider
Risulpir	db_source
Rofenaid	biospider
Roscosulf	biospider
Scandisil	biospider
Solfadimetossina	biospider
Solfadimetossina [dcit]	biospider
Sudine	biospider
Sulfadimethoxin	biospider
Sulfadimethoxine	ChEBI
Sulfadimethoxine (jan/usp)	biospider
Sulfadimethoxine [jan]	biospider
Sulfadimetossina	biospider
Sulfadimetoxin	biospider
Sulfadren	db_source
Sulfanilamide, N(sup 1)-(2,6-dimethoxy-4-pyrimidinyl)-	biospider
Sulfastop	biospider
Sulfathox	db_source
Sulfdimethoxine	biospider
Sulfoplan	biospider
Sulphadimethoxine, BAN	db_source
Sulxin	biospider
Symbio	biospider
Theracanzan	biospider

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

Chemical Formula

C12H14N4O4S

IUPAC name

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

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

Isomeric SMILES

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

Average Molecular Weight

310.329

Monoisotopic Molecular Weight

310.073575646

Classification

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 )

Ontology

Disposition

Biological location:

Subcellular:

Biofluid and excreta:

Role

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 46.44%; H 4.55%; N 18.05%; O 20.62%; S 10.33%	DFC
Melting Point	Mp 201-203°	DFC
Boiling Point	Not Available
Experimental Water Solubility	0.343 mg/mL	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	1.63	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Sulphadimethoxine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pb9-4950000000-007497762ea1c35c4e34	Spectrum
Predicted GC-MS	Sulphadimethoxine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000t-0960000000-4c56988c713477efd105	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0009000000-f2128f2fce62999cb716	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0009000000-ccda245feefab7d2bd86	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-2429000000-29cebf2b6eb7f0d6fa3d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-014i-8910000000-8accee4b36ee278d892f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-014i-9700000000-4424c4504af2babbb3be	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-014i-9600000000-83e5ad4bc8bfce2e0713	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0009000000-88d4fd97a1710d90ea0a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-0009000000-d5196629814cc9a54aa8	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0a4i-2429000000-d8e5bcd5f851f3c92887	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-01b9-6900000000-64279bf9c022308e0a22	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-01b9-8900000000-3ace2e3886f14e2ea920	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-014i-9400000000-e2fed07103b2f17ab4cc	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-000t-0960000000-e0d34039fdec2c716285	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-0a4i-0009000000-6a816a27b2d84825241f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0fl9-0900000000-e5c56a853f54daeeff62	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0ayi-0932000000-677992ec1dd03cf82f15	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0009000000-d6857c37935552986f55	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-014i-9600000000-83e5ad4bc8bfce2e0713	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-000t-0960000000-61ee0d2668cfc299ea27	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0a4i-0009000000-88d4fd97a1710d90ea0a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-014i-9400000000-e2fed07103b2f17ab4cc	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-01b9-8900000000-3ace2e3886f14e2ea920	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-000t-0960000000-e0d34039fdec2c716285	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0a4i-0009000000-6a816a27b2d84825241f	2021-09-20	View Spectrum