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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
Molecular Weight:
264.3
MDL Number:
MFCD00023212
MOL File:
127-79-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-24 18:39:39
Product description Number Pack Size Price
Sulfamerazine European Pharmacopoeia (EP) Reference Standard S2000000 100 mg $167
Sulfamerazine VETRANAL , analytical standard 46826 250mg $72
Sulfamerazine United States Pharmacopeia (USP) Reference Standard 1628007 500mg $404
Sulfamerazine U0176 25G $70
Sulfamerazine U0176 100G $210
More product size

Sulfamerazine Properties

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
InChI 1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
InChIKey QPPBRPIAZZHUNT-UHFFFAOYSA-N
SMILES Cc1ccnc(NS(=O)(=O)c2ccc(N)cc2)n1
CAS DataBase Reference 127-79-7(CAS DataBase Reference)
FDA 21 CFR 556.660; 558.4; 558.582
FDA UNII UR1SAB295F
ATC code D06BA06,J01ED07
NIST Chemistry Reference Sulfamerazine(127-79-7)
EPA Substance Registry System Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)- (127-79-7)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  2
RTECS  WP0750000
10
TSCA  TSCA listed
HS Code  2935904000
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Toxicity LD50 oral in mouse: 25gm/kg
NFPA 704
1
0 0

Sulfamerazine price More Price(60)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S2000000 Sulfamerazine European Pharmacopoeia (EP) Reference Standard 127-79-7 100 mg $167 2026-04-30 Buy
Sigma-Aldrich 46826 Sulfamerazine VETRANAL , analytical standard 127-79-7 250mg $72 2026-04-30 Buy
Sigma-Aldrich 1628007 Sulfamerazine United States Pharmacopeia (USP) Reference Standard 127-79-7 500mg $404 2026-04-30 Buy
TCI Chemical U0176 Sulfamerazine 127-79-7 25G $70 2026-04-30 Buy
TCI Chemical U0176 Sulfamerazine 127-79-7 100G $210 2026-04-30 Buy
Product number Packaging Price Buy
S2000000 100 mg $167 Buy
46826 250mg $72 Buy
1628007 500mg $404 Buy
U0176 25G $70 Buy
U0176 100G $210 Buy

Sulfamerazine Chemical Properties,Uses,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.

Synthesis_127-79-7

Sulfamerazine Preparation Products And Raw materials

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View Lastest Price from Sulfamerazine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Sulfamerazine pictures 2026-06-30 Sulfamerazine
127-79-7
1kg 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
Sulfamerazine pictures 2026-06-05 Sulfamerazine
127-79-7
$58.00 99.78% 10g TargetMol Chemicals Inc.
Sulfamerazine pictures 2026-06-05 Sulfamerazine
127-79-7
$58.00 99.78% 10g TargetMol Chemicals Inc.
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