Brand Name(s) in US
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Sulfamethazine

Brand Name(s) in US
Product Name
Sulfamethazine
CAS No.
57-68-1
Chemical Name
Sulfamethazine
Synonyms
SM2;L-30;A-502;saiii;S-Mez;Diazi;bn2409;Diazil;Sa III;Mermeth
CBNumber
CB8116727
Molecular Formula
C12H14N4O2S
Formula Weight
278.33
MOL File
57-68-1.mol
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Sulfamethazine Property

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
pka
7.4, 2.65(at 25℃)
form 
Crystalline Powder
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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
23-24/25-36-26
WGK Germany 
2
RTECS 
WO9275000
10
TSCA 
Yes
HS Code 
29350090
Hazardous Substances Data
57-68-1(Hazardous Substances Data)
Toxicity
LD50 i.p. in mice: 1.06 g/kg (Bobranski)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
46802
Product name
Sulfamethazine
Purity
VETRANAL , analytical standard
Packaging
250mg
Price
$54.8
Updated
2021/03/22
Sigma-Aldrich
Product number
Y0001495
Product name
Sulfadimidine for peak identification
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
Sigma-Aldrich
Product number
S1900000
Product name
Sulfadimidine
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
Sigma-Aldrich
Product number
1629000
Product name
Sulfamethazine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
1g
Price
$366
Updated
2021/03/22
TCI Chemical
Product number
S0586
Product name
Sulfamethazine
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$23
Updated
2021/03/22
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Sulfamethazine Chemical Properties,Usage,Production

Brand Name(s) in US

Brand Name(s) in US

Chemical Properties

White to Off-Solid

Originator

Cremomethazine,MSD,US,1947

Uses

Antibacterial

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.

Manufacturing Process

A flask heated in an oil bath is filled with 600 ml water and 60 g (1 mol) glacial acetic acid (or an equivalent quantity of diluted acetic acid). While stirring 235 g (1.1 mols) anhydrous p-aminobenzenesulfonamidoguanidine (or an equivalent quantity of a nonanhydrous product) and 122 g (1 mol) sodium acetylacetonate 100% purity (or an equivalent quantity of product of a lower purity) are introduced into the flask while stirring.
The temperature of the reaction mixture is brought to 102°C to 103°C, the mixture is further stirred at this temperature during 24 hours. The pH value of the mixture, which should range between 5 and 6 is checked during the reaction.
On expiry of the reaction period heating is cut off, the mass being cooled or allowed to cool down to 60°C.
Filtering under suction is effected, the solids on the filter being washed with 100 ml water at 80°C.
After drying of the product on the filter 256 g of 2-paminobenzenesulfonamido- 4,6-dimethylpyrimidine, melting point 196°C to 197°C, purity 99.5% are obtained. The output is 92% of the theory calculated with respect to the sodium acetylacetonate employed.

brand name

Calfspan Tablets [Veterinary] (Fort Dodge Animal Health); Sulka S Boluses [Veterinary] (Fort Dodge Animal Health); SulfaSURE SR Bolus [Veterinary] (Boehringer Ingelheim Animal Health);Crermomethazine;Deladine;Dimezathine;Hava-span;Intradin;Neotrizine;Rigesol;Rivodin;S-dimidine;Spanbolet;Sulka-s;Sulphamezathine;Sulphfmezatine;Superseptyl;Sustain iii;Tersulpha;Trisulfaminic;Trisulfaminie.

Therapeutic Function

Antimicrobial

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.

General Description

Odorless sticky, white or creamy-white crystalline powder. Slightly bitter taste. An antibacterial.

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.

Chemical Synthesis

Sulfamethazine, N1 -(4,6-dimethyl-2-pyrimidinyl)sulfanilamide (33.1.13), is also synthesized in the aforementioned manner by reacting 4-acetylaminobenzenesulfonyl chloride with 2-amino-4,6-dimethylpyrimidine, which is in turn synthesized by condensing acetylacetone with guanidine followed by hydrolysis of the acetylamino group using a base.

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

Raw materials

Preparation Products

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Sulfamethazine Suppliers

-Wugan Pharmaceutical
Tel
0512-63372265
Email
496322159@qq.com
Country
China
ProdList
11
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Mr Qiu:021-50182298(Demestic market) Miss Xu:021-50180596(Abroad market)
Fax
+86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2213
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Fax
86-21-61259102
Email
sh@meryer.com
Country
China
ProdList
40264
Advantage
62
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
Beijing dtftchem Technology Co., Ltd.
Tel
13651141086; 86(10)60275028、60275820
Fax
86 (10) 60270825
Email
dtftchem@sina.com
Country
China
ProdList
3392
Advantage
62
Energy Chemical
Tel
021-58432009-
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
43494
Advantage
61
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028-
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12356
Advantage
60
Adamas Reagent, Ltd.
Tel
400-600-9262
Email
bxy@titansci.com
Country
China
ProdList
13915
Advantage
59
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View Lastest Price from Sulfamethazine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Sulfamethazine 57-68-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
99.0%-101.0%; BP
Supply Ability
10 TONS
Release date
2021-06-05
Hebei Crovell Biotech Co Ltd
Product
Clotrimazole 57-68-1
Price
US $10.50/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2021-07-05
Zhuozhou Wenxi import and Export Co., Ltd
Product
Sulfamethazine 57-68-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

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