ChemicalBook > CAS DataBase List > Sulfamerazine

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
More
Less

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)
More
Less

Safety

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

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..…

More
Less

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
More
Less

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

More
Less

Sulfamerazine Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42958
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8843
Advantage
52
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18738
Advantage
57
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
More
Less

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
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Sulfamerazine 127-79-7
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-11-02
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

127-79-7, SulfamerazineRelated Search:


  • 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