Basic information
- CAS
1020719-80-5- Standard SMILES
COc1cc(NS(=O)(=O)c2ccc(N)cc2)nc(OC)n1- InChIKey
ZZORFUFYDOWNEF-UHFFFAOYSA-N- Molecular formula
- C12H14N4O4S
- Average molar mass
- 310.33 g/mol
Overview
Sulfadimethoxine is a sulfonamide consisting of pyrimidine having methoxy substituents at the 2- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position. It has a role as an antimicrobial agent, an antiinfective agent, a xenobiotic, an environmental contaminant and a drug allergen. It is a sulfonamide, an aromatic ether, a member of pyrimidines, a substituted aniline and a sulfonamide antibiotic. It is functionally related to a sulfanilamide.
Names & identifiers
- Preferred name
- Sulfadimethoxine
- IUPAC
- 4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
- English name
- SULFADIMETHOXINE-D4
- Molecular formula
- C12H14N4O4S
- Molecular weight
- 310.33
Names & synonyms
sulfadimethoxine122-11-2SulphadimethoxineAlbon4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamideSulfadimethoxydiazineMadribonSulfadimetoxina4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamideBenzenesulfonamide, 4-amino-N-(2,6-dimethoxy-4-pyrimidinyl)-Sulfadimethoxinum2,6-Dimethoxy-4-sulfanilamidopyrimidine
Show more names
D4-SulfadimethoxineSULFADIMETHOXINE-D4Sulphadimethoxine D4[2H4]-SulfadimethoxineSULFADIMETHOXINE-D4 ISO 9001：2015 REACH4-AMino-N-(2,6-diMethoxy-4-pyriMidinyl)benzenesulfonaMide-d44-amino-N-(2,6-dimethoxypyrimidin-4-yl)(2H?)benzene-1-sulfonamide4-Amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-2,3,5,6-d4-sulfonamide4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzene-2,3,5,6-d4-sulfonamide
2,4-Dimethoxy-6-sulfanilamido-1,3-diazine6-Sulfanilamido-2,4-dimethoxypyrimidineDTXSID1023607SULFAMED-G4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide2,6-Dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidineNSC-68354430CPC5LDEX
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 125 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 5
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 419
Experimental & physicochemical properties
Chemical ClassesPharmaceutical
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics (Sulfonamide)
Pharmaceuticals -> Listed in ZINC15
LogP0.96
Animal Drugs
Active Ingredients (Sulfadimethoxine) -> FDA Greenbook
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Pharmaceuticals -> UK Veterinary Medicines Directorate List
Physical DescriptionSolid
Ionization Efficiency
Positive
2.74
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
159.15 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
166 Ų [M+H]+ [CCS Type: TW]
170.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
167.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.4% (5 of 113) of reports.
Warning
H315 (46%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 113 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationSulfadimethoxine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Benzenesulfonamide, 4-amino-N-(2,6-dimethoxy-4-pyrimidinyl)-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (46%)
Toxicology
USGS Health-Based Screening Levels for Evaluating Water-Quality
Sulfadimethoxine
Pharmaceutical
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
Chemistry & industry
Pharmacology
ATC Code
J01ED02
J - Antiinfectives for systemic use
QP - Antiparasitic products, insecticides and repellents
QJ - Antiinfectives for systemic use
PharmacodynamicsSulfadimethoxine has been shown to be effective against streptococci, klebsiella, proteus, shigella, staphylococci, escherichia, and salmonella.
MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Cellular LocationsMembrane
Uses & manufacturing
Use Classification
Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Pharmaceuticals -> Antiinfectives for systemic use -> Antibacterials for systemic use -> Sulfonamides and trimethoprims -> Long-acting sulfonamides -> Antibiotics
Applications
UsesThe isotopically labelled antibacterial drug Sulfadimethoxine
UsesSulfadimethoxine-d4 is a isotope labeled version of Sulfadimethoxine (S699060), a sulfonamide antibiotic.
Suppliers32 total
艾吉析科技（上海）有限公司17717235263 · [email protected]
江苏智芯廷科技有限公司18221391031 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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