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Sulfapyridine

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Sulfapyridine Basic information

Product Name:
Sulfapyridine
Synonyms:
  • 2-(4-Aminobenzenesulfonamido)pyridine N'-2-Pyridylsulfanilide 2-Sulfanilamidopyridine
  • Sulfapyridine Solution, 100ppm
  • CTG-B43a
  • CTG-B45d
  • HRIHFB2206
  • Monoclonal Anti-THAP11 antibody produced in mouse
  • THAP11
  • Sulfapyridine (Dagenan)
CAS:
144-83-2
MF:
C11H11N3O2S
MW:
249.29
EINECS:
205-642-7
Product Categories:
  • SULPHAPYRIDINE
  • Pharmaceuticals
  • Aromatics Compounds
  • Aromatics
  • Sulfur & Selenium Compounds
  • Sulfapyridine
  • Intermediates & Fine Chemicals
Mol File:
144-83-2.mol
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Sulfapyridine Chemical Properties

Melting point:
191-193°C
Boiling point:
473.5±51.0 °C(Predicted)
Density 
1.3220 (rough estimate)
refractive index 
1.6740 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
neat
pka
pKa 8.48(H2O t = 25 I = 0.05) (Uncertain)
Water Solubility 
<0.1 g/100 mL at 22 ºC
Merck 
14,8938
BRN 
222065
Stability:
Stable. Combustible. Protect from light. Incompatible with strong oxidizing agents.
CAS DataBase Reference
144-83-2(CAS DataBase Reference)
NIST Chemistry Reference
Sulfapyridine(144-83-2)
EPA Substance Registry System
Sulfapyridine (144-83-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
2
RTECS 
DA9625000
HazardClass 
IRRITANT
HS Code 
29350010
Toxicity
LD50 orally in mice: 7.5 mg/g (Wien)

MSDS

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Sulfapyridine Usage And Synthesis

Chemical Properties

White to Off-White Solid

Uses

Used in treatment of dermatitis herpetiformis; antibacterial.

Uses

antibacterial, dermatitis herpetiformis therapy

Definition

ChEBI: A sulfonamide consisting of pyridine with a 4-aminobenzenesulfonamido group at the 2-position.

Antimicrobial activity

Like all sulfanilamides, this drug possesses antibacterial activity with respect to streptococci, pneumococci, staphylococci, meningococci, gonococci, colon bacillus, pathogenic dysentery, and so on. It is a long-lasting drug. Synonyms of this drug are bacillopirin, plurazol, sulfidin, and thiaseptol.

General Description

Sulfapyridine’s plasma half-life is 9 hours.This compound is a white, crystalline, odorless, and tastelesssubstance. It is stable in air but slowly darkens on exposureto light. It is soluble in water (1:3,500), in alcohol(1:440), and in acetone (1:65) at 25°C. It is freely soluble indilute mineral acids and aqueous solutions of sodium andpotassium hydroxide. The pKa is 8.4. Its outstanding effectin curing pneumonia was first recognized by Whitby; however,because of its relatively high toxicity, it has been supplantedlargely by sulfadiazine and sulfamerazine. Severalcases of kidney damage have resulted from acetylsulfapyridinecrystals deposited in the kidneys. It also causes severenausea in most patients. Because of its toxicity, it is usedonly for dermatitis herpetiformis.
Sulfapyridine was the first drug to have an outstandingcurative action on pneumonia. It gave impetus to the studyof the whole class of N1 heterocyclically substituted derivativesof sulfanilamide.

General Description

Odorless or almost odorless white or yellowish-white crystalline powder. Very slightly bitter taste. Aqueous solution is neutral.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Sulfapyridine is an amino acid. Slowly darkens on exposure to light . Soluble in both acidic and basic aqueous solutions

Fire Hazard

Flash point data for Sulfapyridine are not available; however, Sulfapyridine is probably combustible.

Safety Profile

Moderately toxic by intraperitoneal and intravenous routes. Slightly toxic by ingestion. Experimental reproductive effects. Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NO, and SOx.

Chemical Synthesis

Sulfapyridine, N1 -(2-pyridyl)-sulfanilamide (33.1.21), is also synthesized by an analogous scheme from 4-acetylaminobenzenesulfonyl chloride and 2-amino pyridine.

Purification Methods

Crystallise sulfapyridine from 90% acetone and dry it at 90o. Its solubility in Me2CO, EtOH and H2O is 1.5%, 0.22% and 0.02%, respectively. [Winterbottom J Am Chem Soc 62 160 1940, Beilstein 22 III/IV 3978.]

Sulfapyridine Preparation Products And Raw materials

Preparation Products

Raw materials

SulfapyridineSupplier

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