Sulfadoxine
- CAS No.
- 2447-57-6
- Chemical Name:
- Sulfadoxine
- Synonyms
- sulphadoxine;4-AMINO-N-(5,6-DIMETHOXY-4-PYRIMIDINYL)BENZENESULFONAMIDE;SULFADOXIN;Sulfadimoxine;Sulfadumoxine;4-sulfanilamido-5,6-dimethoxypyrimidine;fanzil;wr4873;fanasil;ro4-4393
- CBNumber:
- CB8171942
- Molecular Formula:
- C12H14N4O4S
- Molecular Weight:
- 310.33
- MOL File:
- 2447-57-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/12 23:00:59
| Melting point | 190-194°C |
|---|---|
| Boiling point | 298°C (rough estimate) |
| Density | 1.4006 (rough estimate) |
| refractive index | 1.6270 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | Soluble in ethanol & ammonium hydroxide (9:1) at 20mg/ml |
| form | powder |
| pka | 6.16±0.50(Predicted) |
| color | white |
| Water Solubility | 209.8mg/L(temperature not stated) |
| Merck | 14,8906 |
| BRN | 625453 |
| BCS Class | 3/1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H317-H411 | |||||||||
| Precautionary statements | P261-P272-P273-P280-P302+P352-P333+P313 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | DA9500000 | |||||||||
| HS Code | 29350090 | |||||||||
| Toxicity | LD50 in mice (microcrystals, mg/kg): 5200 orally, 2900 s.c., 2900 i.p. (Bhni) | |||||||||
| NFPA 704 |
|
Sulfadoxine price More Price(5)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 74627 | Sulfadoxin certified reference material, TraceCERT? | 2447-57-6 | 100MG | ₹20112.85 | 2022-06-14 | Buy |
| Sigma-Aldrich | 31736 | Sulfadoxin VETRANAL?, analytical standard | 2447-57-6 | 250MG | ₹4687.23 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 31736 | Sulfadoxin VETRANAL?, analytical standard | 2447-57-6 | 250MG | ₹4687.23 | 2022-06-14 | Buy |
| TCI Chemicals (India) | S0899 | Sulfadoxin | 2447-57-6 | 5G | ₹4500 | 2022-05-26 | Buy |
| TCI Chemicals (India) | S0899 | Sulfadoxin | 2447-57-6 | 25G | ₹10800 | 2022-05-26 | Buy |
Sulfadoxine Chemical Properties,Uses,Production
Description
Sulfadoxin is a sulfonamide antibiotic that inhibits dihydropteroate synthetase (DHPS), an enzyme involved in folic acid synthesis. Sulfadoxin competes with 4-aminobenzoate (PABA), the native substrate of DHPS, and inhibits PABA incorporation into folic acid. Folate is essential for purine and pyrimidine synthesis, therefore, sulfadoxin has antiproliferative activity in non-resistant P. falciparum. Sulfadoxin inhibits growth of P. falciparum in vitro, but potency varies between non-resistant (IC50 = 4 ng/ml) and resistant strains (IC50 = 3,970 ng/ml).
Chemical Properties
White Crystalline Solid
Definition
ChEBI: A sulfonamide consisting of pyrimidine having methoxy substituents at the 5- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position. In combination with the antiprotozoal pyrimethamine (CHEBI:8673) it is used as an antimalarial.
Antimicrobial activity
Its antibacterial activity is relatively poor. Used alone it has a slow and uncertain effect against malaria parasites. Resistance of malaria parasites to the combination with pyrimethamine is common in many endemic areas.
Pharmaceutical Applications
An ultra-long-acting sulfonamide. It is no longer prescribed alone, but is used in combination with pyrimethamine as the antimalarial agent Fansidar. It is poorly soluble in water.
Pharmacology
In terms of antibacterial action, this drug is analogous to other sulfanilamides; however, it possesses very prolonged action. Its half-life is from 120 to 200 h. Sulfadoxine is used for infectious diseases caused by microorganisms that are sensitive to the sulfanilamide drugs, such as infections of respiratory organs, gastric and urinary tracts; purulent infections of various localization, osteomyelitis, sinusitis, and other infections. It is used in combination with antimalarial drugs. Synonyms of this drug are sulfarmethoxine, fanasil, and fansidar.
Pharmacokinetics
Oral absorption ：Extensive
Cmax 500 mg oral： c. 60 mg/L after 3–4 h
Plasma half-life：c.6 days
Volume of distribution：0.13 L/kg
Plasma protein binding：94%
The extremely long half-life allows administration at weekly
intervals. The acetyl metabolite has a similarly long half-life,
but sulfadoxine is less extensively metabolized than many
other sulfonamides.
Clinical Use
Sulfadoxine is used only in combination with pyrimethamine.
Side effects
Side effects are those common to the group. There have been many reports of Stevens–Johnson syndrome following its use and the combination with pyrimethamine is no longer recommended for the prophylaxis of malaria.
Sulfadoxine Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Global Pharma | +91-9819994077 +91-9819994077 | Maharashtra, India | 34 | 58 | Inquiry |
| Frolic Pharmachem | +919711094561 | Himachal Pradesh, India | 94 | 58 | Inquiry |
| AnalyticsStanza Inc | +91-7032031309 +91-7032031309 | Hyderabad, India | 227 | 58 | Inquiry |
| Medi Pharma Drug House | +919930911911 | Mumbai, India | 143 | 58 | Inquiry |
| R L Fine Chem Pvt. Ltd | +91-8042488999 +91-8042488999 | Karnataka, India | 74 | 58 | Inquiry |
| Anuh Pharma Ltd (SK GROUP) | +912266227575 | Maharashtra, India | 38 | 58 | Inquiry |
| Mangalam Drugs and Organics Ltd | +91-2222616300 +91-2222616200 | Maharashtra, India | 37 | 58 | Inquiry |
| Innova Pharmactive Pvt. Ltd | +91-7122649427 +91-7122649427 | Mumbai, India | 9 | 58 | Inquiry |
| Humble Healthcare Limited | +91-9720093000 +91-8006400378 | Uttar Pradesh, India | 141 | 58 | Inquiry |
| ShreeGen Pharma Ltd (part of Rumit Group of Companies) | +91-4023869399 +91-9664830616 | Telangana, India | 25 | 58 | Inquiry |
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