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Sulfamonomethoxine

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Sulfamonomethoxine Basic information

Product Name:
Sulfamonomethoxine
Synonyms:
  • 4-azanyl-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide
  • Sulfamonomethoxine,4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide
  • 4-Methoxy-6-sulfanilaMidopyriMidine
  • 4-SulfanilaMido-6-MethoxypyriMidine
  • 6-Methoxy-4-sulfanilaMidopyriMidine
  • 4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide N-(6-Methoxy-4-pyrimidinyl)sulfanilamide
  • ici32525
  • n(sup1)-(6-methoxy-4-pyrimidinyl)-sulfanilamid
CAS:
1220-83-3
MF:
C11H12N4O3S
MW:
280.3
EINECS:
624-483-8
Product Categories:
  • Heterocycles
  • Sulfur & Selenium Compounds
  • Heterocyclic Compounds
  • PROSULFA
  • Amines
  • Aromatics
  • Inhibitor
  • 1220-83-3
Mol File:
1220-83-3.mol
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Sulfamonomethoxine Chemical Properties

Melting point:
203-2060C
Boiling point:
513℃
Density 
1.3936 (rough estimate)
refractive index 
1.6200 (estimate)
Flash point:
>110°(230°F)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
methanol: soluble10mg/mL
pka
pKa 5.94 (Uncertain)
form 
powder
color 
white to white with yellow cast
Water Solubility 
Soluble in water at 10mg/ml with warming. Also soluble in ethanol or methanol
BRN 
621128
Major Application
clinical testing
InChI
InChI=1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)
InChIKey
WMPXPUYPYQKQCX-UHFFFAOYSA-N
SMILES
C1(S(NC2C=C(OC)N=CN=2)(=O)=O)=CC=C(N)C=C1
CAS DataBase Reference
1220-83-3(CAS DataBase Reference)
EPA Substance Registry System
Sulfamonomethoxine (1220-83-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-43
Safety Statements 
26-36
WGK Germany 
2
RTECS 
WP0550000
HazardClass 
IRRITANT
HS Code 
29350090
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
Toxicity
LD50 oral in rabbit: > 10gm/kg

MSDS

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Sulfamonomethoxine Usage And Synthesis

Chemical Properties

White To Off-White Crystalline Powder

Uses

antibacterial

Uses

Protein binding. Inhibitor of enzyme. Sulfamonomethoxine and Trimethoprim are used for treating porcine unknown hyperpyrexia.

Definition

ChEBI: Sulfamonomethoxine is a sulfonamide and a member of benzenes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 2764, 1961 DOI: 10.1021/jo01066a034

General Description

Chemical structure: sulfonamide

Biochem/physiol Actions

Sulfamonomethoxine is a competitive inhibitor of dihydropteroate synthetase used to block the synthesis of folic acid.

Synthesis

Sodium sulfamethoxazole is commonly used in clinical practice, and the preparation method of sodium sulfamethoxazole includes the following steps:
(1) Add sulfamethoxazole and sodium hydroxide into organic solvent, and stir the reaction for 0.5-2 hours under the temperature condition of 54-98?? to get solution A;
(2) add activated carbon to solution A, stir to decolorize for 0.3-0.8 hours, filter while hot, get filtrate;
(3) The filtrate was first naturally cooled to 20-30 ??, and then at 0-5 ??, holding temperature for 1-3 hours, filtration, to get the filtrate residue;
(4) Wash the filtrate with a small amount of anhydrous ethanol, and dry in vacuum at 55~60 ?? for 2-4 hours, to get sodium sulfamethoxymethane.

Sulfamonomethoxine Preparation Products And Raw materials

Raw materials

SulfamonomethoxineSupplier

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