Sulfamethazine
- CAS No.
- 57-68-1
- Chemical Name:
- Sulfamethazine
- Synonyms
- SULFADIMIDINE;Sulphadimidine;SM2;Sulphamethazine;L-30;Sulfamidine;SULFADIMIDIN;sulfametazina;SULFAMETAZINE;Sulfadimidine[1]
- CBNumber:
- CB8116727
- Molecular Formula:
- C12H14N4O2S
- Molecular Weight:
- 278.33
- MOL File:
- 57-68-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/7 17:47:24
| Melting point | 197 °C |
|---|---|
| Boiling point | 294°C (rough estimate) |
| Density | 1.2997 (rough estimate) |
| refractive index | 1.6440 (estimate) |
| storage temp. | 2-8°C |
| solubility | acetone: soluble50mg/mL |
| form | Crystalline Powder |
| pka | 7.4, 2.65(at 25℃) |
| color | white to off-white |
| Water Solubility | 150mg/100mL (29 ºC) |
| Merck | 14,8905 |
| BRN | 261304 |
| Stability | Stable, but light sensitive. Incompatible with strong oxidizing agents. |
| CAS DataBase Reference | 57-68-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Sulfamethazine(57-68-1) |
| IARC | 3 (Vol. 79) 2001 |
| EPA Substance Registry System | Sulfamethazine (57-68-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H362-H315-H334-H317-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P264-P280-P305+P351+P338-P337+P313P-P201-P260-P263-P264-P270-P308+P313-P261-P285-P304+P341-P342+P311-P501 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 23-24/25-36-26 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | WO9275000 | |||||||||
| F | 10 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29350090 | |||||||||
| Toxicity | LD50 i.p. in mice: 1.06 g/kg (Bobranski) | |||||||||
| NFPA 704 |
|
Sulfamethazine price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | S6256 | Sulfamethazine 99.0-101.0% (on dried basis) | 57-68-1 | 25G | ₹2132.53 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S6256 | Sulfamethazine 99.0-101.0% (on dried basis) | 57-68-1 | 100G | ₹6018.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR3136 | Sulfamethazine pharmaceutical secondary standard, certified reference material | 57-68-1 | 1G | ₹15912.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 46802 | Sulfamethazine VETRANAL?, analytical standard | 57-68-1 | 250MG | ₹5131.05 | 2022-06-14 | Buy |
| TCI Chemicals (India) | S0586 | Sulfamethazine | 57-68-1 | 25G | ₹3200 | 2022-05-26 | Buy |
Sulfamethazine Chemical Properties,Uses,Production
Description
Sulfamethazine is an antibacterial sulfonamide. Like other sulfonamides, sulfamethazine is bacteriostatic, competitively inhibiting dihydropteroate synthase to block folate synthesis and inhibit growth and multiplication. Sulfamethazine is metabolized by cytochrome P450 isoforms and arylamine N-acetyltransferase 2 in a sex-dependent manner.
Chemical Properties
White to Off-Solid
Uses
Sulfamethazine is an antibacterial.This compound is a contaminant of emerging concern (CECs).
Definition
ChEBI: A sulfonamide consisting of pyrimidine with methyl substituents at the 4- and 6-positions and a 4-aminobenzenesulfonamido group at the 2-position.
World Health Organization (WHO)
Sulfadimidine, a sulfonamide anti-infective agent, was introduced in 1942 for the treatment of bacterial infections. The importance of sulfonamides has subsequently decreased as a result of increasing resistance and their replacement by antibiotics which are generally more active and less toxic. The sulfonamides are known to cause serious adverse effects such as renal toxicity, sometimes fatal exfoliative dermatitis and erythema multiforma and dangerous adverse reactions affecting blood formation such as agranulocytosis and haemolytic or aplastic anaemia. Sulfadimidine is still used in some countries as a injectable or oral antimicrobial for susceptible infections.
Antimicrobial activity
This drug is used for pneumococcal, staphylococcal, and streptococcal infections as well as for sepsis, gonorrhea, and other infectious diseases. Synonyms of this drug are sulfadiamezin and sulfadimidin.
General Description
Sulfamethazine’splasma half-life is 7 hours. This compound is similar inchemical properties to sulfamerazine and sulfadiazine butdoes have greater water solubility than either. Its pKa is 7.2.Because it is more soluble in acid urine than sulfamerazineis, the possibility of kidney damage from use of the drug isdecreased. The human body appears to handle the drugunpredictably; hence, there is some disfavor to its use in thiscountry except in combination sulfa therapy (in trisulfapyrimidines,USP) and in veterinary medicine.
Air & Water Reactions
Water solubility increases rapidly with increasing pH [Merck]. Insoluble in water.
Reactivity Profile
Sulfamethazine is sensitive to light and may also be sensitive to heat. The presence of oxygen and moisture may accelerate the effects of heat and light .
Fire Hazard
Flash point data for Sulfamethazine are not available; however, Sulfamethazine is probably combustible.
Pharmaceutical Applications
2-Sulfanilamido-4,6-methylpyrimidine (syn: sulphamethazine,
sulfamezathine). A water-soluble compound, unstable
on exposure to light. It is usually administered by
mouth and is a component of some triple sulfonamide
combinations.
The spectrum is typical of the group, but sulfadimidine
exhibits relatively low potency. It is well absorbed
after oral administration. It is extensively metabolized,
predominantly
by acetylation. The mean plasma half-life
(1.5–5 h) varies with acetylator status.
In addition to side effects common to the group, a serious
interaction between ciclosporin (cyclosporin A) and sulfadimidine,
leading to reduced ciclosporin levels, has been
reported.
Safety Profile
Moderately toxic by intravenous and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of SOx and NOx.
Purification Methods
Crystallise it from dioxane or aqueous dioxane. [Caldwell et al. J Am Chem Soc 63 2188 1941, Roblin et al. J Am Chem Soc 64 567 1942, Beilstein 25 III/IV 2215.]
Sulfamethazine Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Medi Pharma Drug House | +919930911911 | Mumbai, India | 143 | 58 | Inquiry |
| Medilink Pharmachem | +91 (79) 3007-0133 | New Delhi, India | 424 | 50 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6160 | 58 | Inquiry |
| Indogulf Group | 91-22-23455220 | Maharashtra, India | 249 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Medi Pharma Drug House | 58 |
| Medilink Pharmachem | 50 |
| CLEARSYNTH LABS LTD. | 58 |
| A.J Chemicals | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Pharmaffiliates Analytics and Synthetics P. Ltd | 58 |
| Central Drug House(P) Ltd. | 58 |
| Indogulf Group | 58 |
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