SULFAMETHIZOLE | 144-82-1

SULFAMETHIZOLE Properties

Melting point	210 °C
Boiling point	176°C (rough estimate)
Density	1.4704 (rough estimate)
refractive index	1.6440 (estimate)
storage temp.	2-8°C
solubility	Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
pka	5.45(at 25℃)
color	White to Off-White
Water Solubility	529mg/L(20 ºC)
Merck	14,8916
BRN	255002
CAS DataBase Reference	144-82-1(CAS DataBase Reference)
FDA UNII	25W8454H16
ATC code	B05CA04,D06BA04,J01EB02,S01AB01
EPA Substance Registry System	Sulfamethizole (144-82-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H317

Precautionary statements

Hazard Codes

Risk Statements

Safety Statements

WGK Germany

2

RTECS

WP0875000

HS Code

2935904000

Toxicity

LD50 oral in rat: 3500mg/kg

NFPA 704

	0
2		0

SULFAMETHIZOLE price More Price(30)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	Y0002168	Sulfamethizole for system suitability CRS, European Pharmacopoeia (EP) Reference Standard	144-82-1	Y0002168	$153	2024-03-01	Buy
Sigma-Aldrich	PHR3242	Sulfamethizole pharmaceutical secondary standard, certified reference material	144-82-1	500MG	$201	2024-03-01	Buy
Sigma-Aldrich	46842	Sulfamethizole VETRANAL?, analytical standard	144-82-1	250MG	$40.62	2024-03-01	Buy
Sigma-Aldrich	1630009	Sulfamethizole United States Pharmacopeia (USP) Reference Standard	144-82-1	200mg	$250	2024-03-01	Buy
TCI Chemical	S0360	Sulfamethizole >98.0%(HPLC)(T)	144-82-1	25g	$96	2024-03-01	Buy

Product number	Packaging	Price	Buy
Y0002168	Y0002168	$153	Buy
PHR3242	500MG	$201	Buy
46842	250MG	$40.62	Buy
1630009	200mg	$250	Buy
S0360	25g	$96	Buy

SULFAMETHIZOLE Chemical Properties,Uses,Production

Description

Sulfamethizole is a broad spectrum sulfonamide antibiotic (MIC₉₀s = 1.25-5,000 μg/ml against clinical isolates of E. coli and K. pneumoniae). It inhibits dihydropteroate synthase, an enzyme involved in folate biosynthesis. Formulations containing sulfamethizole have previously been used to treat urinary tract infections.

Originator

Thiosulfil,Ayerst,US,1953

Uses

This drug has antibacterial activity with respect to streptococci, pneumococci, staphylococci, meningococci, gonococci, colon bacillus, pathogenic dysentery, and others. It is not very toxic. It is generally used for acute, uncomplicated infections of the urinary tract that are caused by sensitive organisms. Because it is removed quickly from the organism by the kidneys, the level of drug in the plasma remains low, and therefore it is not used for treating infections that are localized in the urinary tract. Sulfisoxazole is the more preferred drug. Synonyms of this drug are urosol, rufol, thiosulfil, and others.

Uses

Sulfonamide antibacterial.

Uses

Sulfamethizole is a sulfonamide based antibiotic that exhibit bactericidal activities towards gram-negative bacteria. Sulfamehizole was shown to be effective in treating gram-negative Bacillus AmpC en zyme in elderly patients with lower respiratory tract infection and as well as against microbs responsible for tuberculosis.

Definition

ChEBI: A sulfonamide consisting of a 1,3,4-thiadiazole nucleus with a methyl substituent at C-5 and a 4-aminobenzenesulfonamido group at C-2.

Manufacturing Process

To 10 grams acetaldehyde-thiosemicarbazone in 80 grams pyridine gradually 20 grams p-acetaminobenzolsulfonyl chloride is added. The reaction mixture is heated about 1 hour on a water bath and is then charged in 1 liter water, to which some acetic acid is added. The bottom sediment is sucked off and washed with water, after which it is crystallized by alcohol. 20 grams of the condensation product thus obtained is cleared in 100 cc water at about 30°C, after which 45 grams calcium ferricyanide dissolved in about 100 cc water is added. The reaction mixture is made slightly alkaline and held at a temperature of about 80°C for 2 to 3 hours. It is important that the reaction mixture during the whole period of 2 to 3 hours is steadily held alkaline.
After the said 2 to 3 hours the liquid is cooled and the bottom sediment, which has a greenish color, is filtered off. The liquid sucked off eventually is treated with active carbon, filtered and made slightly acid by means of acetic acid, at which 2-amino-benzolsulfonamido-5-methyl-1,3,4-thiodiazol (melting point 204° to 206°C) is precipitated.

brand name

Thiosulfil (Wyeth);3p methazol;Amer-azo;Azocline;Azotrex;Dorsec;Lucatyl;Methisul;Micturol ampicilina seda;Nicene;Orozl;Procijec;Proklar-m;Rp 2145;S-methizole;Spasmo-harnosal;Starisil;Suladyne;Sulfa gram;Thiosulfil a;Tiosulfan;Uratrac;Urolex;Uroluxcosil;Uro-nebactin;Uropeutic;Urotrex.

Therapeutic Function

Antibacterial

World Health Organization (WHO)

Sulfamethizole, a sulfonamide anti-infective agent, was introduced in 1953 for the treatment of bacterial infections. The importance of sulfonamides has subsequently decreased as a result of increasing bacterial resistance and their replacement by antibiotics which are generally more active and less toxic. However sulfamethizole, which is rapidly eliminated, retains a place in the treatment of urinary infections in some countries whereas in others its use has been discontinued.

General Description

Sulfamethizole’splasma half-life is 2.5 hours. This compound is a white crystallinepowder soluble 1:2,000 in water.

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Fire Hazard

Flammability data is lacking for SULFAMETHIZOLE. SULFAMETHIZOLE is probably non-flammable.

Pharmaceutical Applications

2-Sulfanilamido-5-methyl-1,3,4-thiodiazole. A short-acting sulfonamide (plasma half-life 2.5 h). Protein binding is c. 85%. About 60% is excreted in the urine within 5 h. It was formerly widely used in the treatment of urinary tract infection.

Synthesis

Sulfamethizole, N1-(5-methyl-1,3,4-thiadiazole-2-yl)sulfanilamide (33.1.15), is synthesized in two ways. According to the first, 5-amino-2-methyl-1,3,4- thiadiazole is reacted with 4-nitrobenzenesulfonyl chloride to make a nitro derivative (33.1.14), which is then reduced using iron filings in acetic acid to give the desired sulfamethizole.

The second method of making sulfamethizole consists of reacting 4-acetylaminobenzene sulfonyl chloride with thiosemicarbazone of acetaldehyde, and subsequent oxidative cyclization of the product (33.1.16) to the substituted 1,3,4-thiadiazole in the presence of potassium ferricyanide in base, along with the simultaneous removal of the protective acetyl group.

SULFAMETHIZOLE Preparation Products And Raw materials

Raw materials

(1E)-3-amino-1-ethylidene-thiourea

Preparation Products

SULFAMETHIZOLE Suppliers

Global( 214)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
Shaanxi Dideu Medichem Co. Ltd	+86-029-81148696 +8615536356810	1047@dideu.com	China	3459	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
HANGZHOU CLAP TECHNOLOGY CO.,LTD	86-571-88216897,88216896 13588875226	sales@hzclap.com	CHINA	6313	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29271	58
AFINE CHEMICALS LIMITED	0571-85134551	info@afinechem.com	CHINA	15377	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58
Labnetwork lnc.	+86-27-50766799 +8618062016861	contact@labnetwork.com	China	19994	58
PT CHEM GROUP LIMITED	+86-85511178 +86-85511178	peter68@ptchemgroup.com	China	35453	58

Supplier	Advantage
CONIER CHEM AND PHARMA LIMITED	58
career henan chemical co	58
Shaanxi Dideu Medichem Co. Ltd	58
TargetMol Chemicals Inc.	58
HANGZHOU CLAP TECHNOLOGY CO.,LTD	58
Dideu Industries Group Limited	58
AFINE CHEMICALS LIMITED	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Labnetwork lnc.	58
PT CHEM GROUP LIMITED	58

View Lastest Price from SULFAMETHIZOLE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2021-07-13	SULFAMETHIZOLE USP/EP/BP 144-82-1	US $1.10 / g	1g	99.9%	100 Tons Min	Dideu Industries Group Limited
2020-05-03	SULFAMETHIZOLE 144-82-1	US $0.10 / KG	1KG	99.0%	1000 tons	Shaanxi Dideu Medichem Co. Ltd
2020-02-01	SULFAMETHIZOLE 144-82-1	US $3.00 / KG	1KG	98%	100KG	Career Henan Chemical Co

SULFAMETHIZOLE USP/EP/BP
144-82-1
US $1.10 / g
99.9%
Dideu Industries Group Limited

SULFAMETHIZOLE
144-82-1
US $0.10 / KG
99.0%
Shaanxi Dideu Medichem Co. Ltd

SULFAMETHIZOLE
144-82-1
US $3.00 / KG
98%
Career Henan Chemical Co

SULFAMETHIZOLE Spectrum

SULFAMETHIZOLE(144-82-1)MS SULFAMETHIZOLE(144-82-1)¹HNMR SULFAMETHIZOLE(144-82-1)¹³CNMR SULFAMETHIZOLE(144-82-1)IR1 SULFAMETHIZOLE(144-82-1)IR2

144-82-1(SULFAMETHIZOLE)Related Search:

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ayerlucil famet lucosil methazol microsul n(1)-(5-methyl-1,3,4-thiadiazol-2-yl)-sulfanilamid n(sup1)-(5-methyl-1,3,4-thiadiazol-2-yl)-sulfanilamid n(sup1)-(5-methyl-1,3,4-thiadiazol-2-yl)-sulfanilamide renasul rp2145 rufol salimol sulfagram sulfamethylizole sulfapyelon sulfstat sulfurine tetracid thidicur ultrasul urocydal urodiaton urolucosil urosulfin uroz utrasul N1-(5-methyl-1,3,4-thiadiazol-2-yl)sulphanilamide Sulamethizole SULFAMETHIZOLE VETRANAL, 250 MG 4-AMINO-N-[5-METHYL-1,3,4-THIADIAZOL-2-YL]-BENZENESULFONAMIDE Sulfamethizole Solution, 100ppm 4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide, N1-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide Urifon Urolin VK 53 4-Amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzene-1-sulfonamide 4-azanyl-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzenesulfonamide Sulfamethizole (200 mg) LABOTEST-BB LT00772293 SULFAMETHYLTHIADIAZOLE SULFAMETHIZOLE SULPHAMETHIZOLE N1-(5-METHYL-1,3,4-THIADIAZOL-2-YL)SULFANILAMIDE Sulfamethizole solution,1000ppm SULPHAMETHIAZOLE 2-(p-aminobenzenesulfonamido)-5-methylthiadiazole 2-methyl-5-sulfanilamido-1,3,4-thiadiazole 2-sulfanilamido-5-methyl-1,3,4-thiadiazole 4-amino-n-(5-methyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamid 5-methyl-2-sulfanilamido-1,3,4-thiadiazole Sulfamethizole CRS Sulfamethizole> Benzenesulfonamide, 4-amino-N-(5-methyl-1,3,4-thiadiazol-2-yl)- SULFAMETHIZOLE USP/EP/BP Sulfamethizole (1630009) thiosulfil SULFAMETHIAZOLE SULFAMETHIZOL