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127-79-7

Basic Information
CAS No.: 127-79-7
Name: Sulfamerazine
Article Data: 35
Molecular Structure:
Molecular Structure of 127-79-7 (Sulfamerazine)
Formula: C11H12N4O2S
Molecular Weight: 264.308
Synonyms: 4-Amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide;2-Sulfanilamido-4-methylpyrimidine;Sulfamerazine;Sulfanilamide, N1-(4-methyl-2-pyrimidinyl)- (8CI);N1-(4-Methyl-2-pyrimidinyl)sulfanilamide;Methylsulfazine;Kelamerazine;2-(Sulfanilamido)-4-methylpyrimidine;2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine;(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin;
EINECS: 204-866-2
Density: 1.439 g/cm3
Melting Point: 234-238 °C
Boiling Point: 519.1 °C at 760 mmHg
Flash Point: 267.8 °C
Solubility: 202mg/L(20 oC)
Appearance: White Solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37
PSA: 106.35000
LogP: 2.90300
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Benzenesulfonamide,4-amino-N-(4-methyl-2-pyrimidinyl)-, with the CAS registry number 127-79-7, is also known as 2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine. It belongs to the product categories of Aromatics; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. Its EINECS number is 204-866-2. This chemical's molecular formula is C11H12N4O2S and molecular weight is 264.30. What's more, its systematic name is 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide. Its classification codes are: (1)Anti-infective agents; (2)Antibacterial; (3)Drug / Therapeutic Agent; (4)Reproductive Effect. It is a sulfanilamide that is used as an antibacterial agent. 

Physical properties of Benzenesulfonamide,4-amino-N-(4-methyl-2-pyrimidinyl)- are: (1)ACD/LogP: 0.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.34; (4)ACD/LogD (pH 7.4): -0.01; (5)ACD/BCF (pH 5.5): 1.06; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 36.04; (8)ACD/KOC (pH 7.4): 16.4; (9)#H bond acceptors: 6; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 74.78 Å2; (13)Index of Refraction: 1.66; (14)Molar Refractivity: 67.76 cm3; (15)Molar Volume: 183.5 cm3; (16)Polarizability: 26.86×10-24cm3; (17)Surface Tension: 76.4 dyne/cm; (18)Density: 1.439 g/cm3; (19)Flash Point: 267.8 °C; (20)Enthalpy of Vaporization: 79.18 kJ/mol; (21)Boiling Point: 519.1 °C at 760 mmHg; (22)Vapour Pressure: 7.03E-11 mmHg at 25°C.

Uses of Benzenesulfonamide,4-amino-N-(4-methyl-2-pyrimidinyl)-: it can be used to produce N-(4-methyl-pyrimidin-2-yl)-4-(3-oxo-1-thia-4-aza-spiro[4.4]non-4-yl)-benzenesulfonamide by heating. It will need solvent pyridine with the reaction time of 2 hours. The yield is about 78%.

Benzenesulfonamide,4-amino-N-(4-methyl-2-pyrimidinyl)- can be used to produce N-(4-methyl-pyrimidin-2-yl)-4-(3-oxo-1-thia-4-aza-spiro[4.4]non-4-yl)-benzenesulfonamide by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(Nc1nc(ccn1)C)c2ccc(N)cc2
(2)Std. InChI: 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)
(3)Std. InChIKey: QPPBRPIAZZHUNT-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1400mg/kg (1400mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 213, 1955.
mouse LD50 oral 25gm/kg (25000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 94, Pg. 338, 1953.
mouse LD50 subcutaneous 1190mg/kg (1190mg/kg)   Acta Biologica et Medica Germanica. Vol. 27, Pg. 141, 1971.
rat LD50 intravenous 1100mg/kg (1100mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.
rat LD50 subcutaneous 1890mg/kg (1890mg/kg)   Acta Biologica et Medica Germanica. Vol. 27, Pg. 141, 1971.