Sulfamerazine

Product Name: Sulfamerazine
CAS No.: 127-79-7
Chemical Name: Sulfamerazine
Synonyms: SMI;Sulphamerazine;A-310;rp2632;DEBENAL;2643-RP;Mebacid;Mesulfa;Romezin;RP 2632
CBNumber: CB0693512
Molecular Formula: C11H12N4O2S
Formula Weight: 264.3
MOL File: 127-79-7.mol

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Sulfamerazine Property

Melting point:: 234-238°C
Boiling point:: 519.1±52.0 °C(Predicted)
Density: 1.3364 (rough estimate)
refractive index: 1.6440 (estimate)
storage temp.: 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: pKa 2.29(H2O t = 24.0 I = 0.5 (NaCl)) (Uncertain)
color: White to Off-White
Water Solubility: 202mg/L(20 ºC)
Merck: 14,8913
BRN: 249133
CAS DataBase Reference: 127-79-7(CAS DataBase Reference)
NIST Chemistry Reference: Sulfamerazine(127-79-7)
EPA Substance Registry System: Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)- (127-79-7)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36/37
WGK Germany: 2
RTECS: WP0750000
F: 10
TSCA: Yes
HS Code: 2935904000
Toxicity: LD50 oral in mouse: 25gm/kg

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 46826
Product name: Sulfamerazine
Purity: VETRANAL , analytical standard
Packaging: 250mg
Price: $67.5
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1628007
Product name: Sulfamerazine
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 500mg
Price: $381
Updated: 2024/03/01

Alfa Aesar

Product number: L04194
Product name: Sulfamerazine, 98+%
Packaging: 25g
Price: $21.8
Updated: 2021/12/16

Alfa Aesar

Product number: L04194
Product name: Sulfamerazine, 98+%
Packaging: 100g
Price: $58.4
Updated: 2021/12/16

Sigma-Aldrich

Product number: S8876
Product name: Sulfamerazine
Purity: ReagentPlus , ≥99.0%
Packaging: 50g
Price: $65.3
Updated: 2024/03/01

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Sulfamerazine Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Sulfamerazine,Lederle,US,1943

Uses

Antibacterial.This compound is a contaminant of emerging concern (CECs).

Definition

ChEBI: A sulfonamide consisting of pyrimidine with a methyl substituent at the 4-position and a 4-aminobenzenesulfonamido group at the 2-position.

Manufacturing Process

To a well agitated solution of 6.95 grams of 2-amino-6-methyl pyrimidine in 40 cc of pyridine, 15 grams of p-acetylaminobenzenesulfonyl chloride are added in small portions over a 30 minute period. The reaction mixture is then heated on a steam bath for 30 minutes, the free pyridine being then removed under reduced pressure and the residue mixed with cold water, and the latter mixture is vigorously stirred. The solid reaction product is removed by filtration and washed with cold water.
There is obtained a yield of 14 grams of crude 2-(pacetylaminobenzenesulfonamido)- 6-methyl pyrimidine, which on recrystallization from alcohol and water melts at 238° to 239°C. The crude product is hydrolyzed by suspending it in 400 cc of 2 N hydrochloric acid and warming until solution is complete. The solution is neutralized with sodium carbonate and the precipitated 2-(sulfanilamido)-6-methyl pyrimidine is removed by filtration. The latter on recrystallization from alcohol and water shows a melting point of 225° to 226°C.

Therapeutic Function

Antibacterial

Antimicrobial activity

Like all examined sulfanilamides, this drug is effective in treating infections caused by streptococci, gonococci, pneumococci, staphylococci, and also colon bacillus. Synonyms of this drug are dosulfin, polagin, romezin, and others.

General Description

Chemical structure: sulfonamide

Pharmaceutical Applications

2-Sulfonamido-4-methylpyrimidine. A component of some triple sulfa combinations. Plasma half-life is c. 24 h and protein binding c. 75%. It is less active than sulfadiazine.

Safety Profile

Moderately toxic by intravenous and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NO, and SOx,.

Synthesis

Sulfamerazine, N1 -(4-methyl-2-pyrimidinyl)sulfanilamide (33.1.12), is also synthesized in the manner described above, which is by reacting 4-acetylaminobenzenesulfonyl chloride with 2-amino-4-methylpyrimidine (33.1.10), which is in turn synthesized by the traditional scheme of synthesizing derivatives of pyrimidine. Acetoacetic ester is condensed with guanidine to give 4-methyl-2-aminopyrimidin-6-one (33.1.8). Reacting this with phosphorous oxychloride gives 4-methyl-2-amino-6-chloropyrimidine (33.1.9). The chlorine atom at C6 of the pyrimidine ring is then removed by reduction with hydrogen using a palladium on carbon catalyst. The resulting 4-methyl-2-aminopyrimidine (33.1.10) is then reacted with 4-acetylaminobenzenesulfonyl chloride to make an acetanilide derivative (33.1.11), the subsequent hydrolysis of which with base leads to the formation of the desired sulfamerazine.

Sulfamerazine Preparation Products And Raw materials

Raw materials

Preparation Products

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Sulfamerazine Suppliers

Canada 1 China 240 Europe 3 France 1 Germany 4 India 6 Japan 2 South Korea 1 Switzerland 1 United Kingdom 7 United States 27 USA 1 Global 294

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View Lastest Price from Sulfamerazine manufacturers

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Sulphamerazine 127-79-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000kg
Release date: 2024-04-02

Zhuozhou Wenxi import and Export Co., Ltd

Product: Sulfamerazine 127-79-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Zhuozhou Wenxi import and Export Co., Ltd

Product: Sulfamerazine 127-79-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-11

127-79-7, SulfamerazineRelated Search:

Silver sulfadiazine Thiophanate-methyl METSULFURON METHYL Kresoxim-methyl Methyl acetate Tribenuron methyl Sulfadimethoxine Pirimiphos-methyl SULFAMERAZINE SODIUM(SM1-NA)(NDC:56631-1715),SODIUM SULFAMERAZINE,sulfamerazine sodium,SULFAMERAZINE, SODIUM SALT MONOHYDRATE,SULFAMERAZINE SODIUM SALT Sulfamethazine Sulfadiazine Sulfameter Methyl salicylate Sulfamethoxypyridazine Sulfalen Sulfadimethoxine sodium salt N-(5-CHLORO-3-PYRAZINE)-4-AMINOBENZENESULFONAININO Sulfachloropyridazine sodium

DEBENAL

LABOTEST-BB LT00455132

METSULFA

METHYLPYRIMAL

4-METHYL-2-SULFANILAMIDO-PYRIMIDINE

4-AMINO-N-[4-METHYL-2-PYRIMIDINYL]-BENZENESULFONAMIDE

4-AMINO-N-(4-METHYL-PYRIMIDIN-2-YL)-BENZENESULFONAMIDE

2-SULFANILAMIDO-4-METHYLPYRIMIDINE

SulfaMerazine ReagentPlus(R), >=99.0%

Sulfamerazine Solution, 100ppm

Sulfamerazine Vetec(TM) reagent grade, 98%

(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin [German]

Sulfamethyldiazine (sodium)

Sulfamerazine solution,1000ppm

2(p-Aminobenzolsulfonamido)-4-methylpyrimidin

Prestwick_17

SULFAMETHYLDIAZINE

SULFAMERAZINE

N1-(4-METHYLPYRIMIDIN-2-YL)SULFANILAMIDE

PYRIMAL-M

2-Sulphanilamido-4-methylpyrimidine

N1-(4-methylpyrimidin-2-yl)sulphanilamide

SULFAMERAZINE PH FR-FU-USP

Sulfamerazine solution

SULFAMERAZINE STANDARD SOLUTION

SULFAMERAZIN VETRANAL (4-AMINO-N-(4.METH

SUSFAMERAZINE

SULFAMERAZINE(SM1)

(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin

2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine

2-(p-Aminobenzolsulfonamido)-4-methylpyrimidine

2632 R. P.

2643-RP

2-Sulfa-4-methylpyrimidine

4-amino-n-(4-methyl-2-pyrimidinyl)-benzenesulfonamid

A-310

Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-

benzenesulfonamide,4-amino-N-(4-methyl-2-pyrimidinyl)-

component of Sulfonamide Duplex

Cremomerazine

Debenal-M

Kelamerazine

Mebacid

Mesulfa

Methylsulfazin

Methylsulfazine

Metilsulfadiazin

Metilsulfazin

n-(4-methyl-2-pyrimidinyl)

n-(4-methyl-2-pyrimidinyl)sulfanilamide

N'-(4-Methyl-2-pyrimidyl) sulfanilamide

N-(4-Methyl-2-pyrimidyl)sulfanilamide

n(sup1)-(4-methyl-2-pyrimidinyl)-sulfanilamid

N(sup1)-(4-Methyl-2-pyrimidinyl)sulfanilamide

N1-(4-Methyl-2-pyrimidinyl)sulfanilamide

Percoccide

Pirimal-M

Pyralcid