ChemicalBook > CAS DataBase List > Sulfameter

Sulfameter

CAS No.651-06-9
Chemical Name:Sulfameter
CBNumber:CB4147644
Molecular Formula:C11H12N4O3S
Formula Weight:280.3
MOL File:651-06-9.mol

Sulfameter Property

Melting point 214-216°C
Boiling point 539.4±56.0 °C(Predicted)
Density 1.3936 (rough estimate)
refractive index 1.6200 (estimate)
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Sparingly)
pka pKa 7.02 (Uncertain)
form powder
color white with faint yellow cast
Water Solubility 0.47g/L(30 ºC)
Merck 13,8999
BRN 621130
InChIKey GPTONYMQFTZPKC-UHFFFAOYSA-N
CAS DataBase Reference 651-06-9(CAS DataBase Reference)
FDA UNII 3L179F09D6
ATC code J01ED04
NIST Chemistry Reference Sulfameter(651-06-9)
UNSPSC Code 51283913
NACRES NA.85

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :26-36
WGK Germany :2
RTECS :WP0525000
HS Code :29350090

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

Sulfameter Price More Price(2)

Brand: Sigma-Aldrich(India)
Product number: S0383
Product name : Sulfameter
Purity:
Packaging: 5G
Price: ₹6040.35
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 46834
Product name : Sulfameter
Purity: VETRANAL?, analytical standard
Packaging: 250MG
Price: ₹7263.58
Updated: 2022/06/14
Buy: Buy

Sulfameter Chemical Properties,Usage,Production

Chemical Properties Crystalline Solid
Originator Sulla,Robins,US,1968
Uses Sulfameter is an antibacterial.
Uses Sulfameter is a sulfonamide antibiotic used as a leprostatic agent and to treat urinary tract infections. It has been investigated as a potential therapy for chloroquine-resistant malaria during pregnancy.
Definition ChEBI: A sulfonamide consisting of pyrimidine having a methoxy substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 2-position.
Manufacturing Process 2-Amino-5-methoxy pyrimidine is obtained having a melting point of about 300°C by condensation of methoxymalonic acid ester with guanidine carbonate in the presence of sodium ethylate. The resultant reaction product is then converted to 2-amino-5-methoxy-4,6-dichloropyrimidine (melting point 216°C to 217°C) by heating this reaction product with phosphorus oxychloride. The dichloro compound is then suspended in water with zinc dust and is tested in the presence of caustic alkaline or carbonates to produce the 2-aminod-methoxy pyrimidine compound, melting point 80°C to 82°C, (benzene).
12.6 g of 2-amino-5-methoxy pyrimidine, 26.4 g of carbethoxy-sulfanilic acid chloride and 50 cc of dry pyridine are heated for 30 minutes with frequent shaking to a temperature of 80°C. The reaction product is then mixed with 200 cc of water and with dilute hydrochloric acid (0.1 N) until the reaction is acid to Congo Red indicator. A precipitate is formed which is then filtered under suction, washed with distilled water, and dried at 150°C. A practically quantitative yield is recovered of 2-(p-carbethoxyaminobenzene-sulfonamido)- 5-methoxypyrimidine, melting point 248°C to 250°C.To hydrolyze the sulfapyrimidine compound, the same is heated at 90°C with 200 cc of 2 N potassium hydroxide solution for about one hour until complete solution is obtained. The resultant solution is then cooled to room temperature (25°C) and acidified with acetic acid to precipitate the hydrolyzed product, which is then recrystallized from dilute acetone admixed with animal charcoal.
Therapeutic Function Antibacterial
General Description Chemical structure: sulfonamide
Pharmaceutical Applications 2-Sulfanilamido-5-methoxypyrimidine. A long-acting compound with activity similar to that of sulfadiazine. Binding to plasma proteins is about 75%.
Biochem/physiol Actions Sulfameter is a sulfonamide antibiotic. Sulfonamides block the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfonamides are competitive inhibitors of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. Sulfameter is a dihydrofolate reductase (DHFR) inhibitor. Sulfonamides are active against Gram positive bacteria and Gram negative bacteria. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.