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Sulfapyridine

Sulfapyridine Structure
CAS No.
144-83-2
Chemical Name:
Sulfapyridine
Synonyms
Sulphapyridine;Sulfapyridin;Ronin;A-499;THAP11;m+b693;Trianon;Adiplon;Dagenan;Eubasin
CBNumber:
CB8423160
Molecular Formula:
C11H11N3O2S
Molecular Weight:
249.29
MOL File:
144-83-2.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:32

Sulfapyridine 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
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka pKa 8.48(H2O t = 25 I = 0.05) (Uncertain)
color White to Off-White
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H361fd
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
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)

Sulfapyridine price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) S6252 Sulfapyridine ≥99.0% 144-83-2 25G ₹9049.7 2022-06-14 Buy
Sigma-Aldrich(India) S6252 Sulfapyridine ≥99.0% 144-83-2 100G ₹21606.7 2022-06-14 Buy
Sigma-Aldrich(India) PHR1087 Sulfapyridine melting point standard Pharmaceutical Secondary Standard; Certified Reference Material 144-83-2 1G ₹8465.15 2022-06-14 Buy
Sigma-Aldrich 31738 Sulfapyridine VETRANAL?, analytical standard 144-83-2 250MG ₹4384.13 2022-06-14 Buy
Sigma-Aldrich(India) 31738 Sulfapyridine VETRANAL?, analytical standard 144-83-2 250MG ₹4384.13 2022-06-14 Buy
Product number Packaging Price Buy
S6252 25G ₹9049.7 Buy
S6252 100G ₹21606.7 Buy
PHR1087 1G ₹8465.15 Buy
31738 250MG ₹4384.13 Buy
31738 250MG ₹4384.13 Buy

Sulfapyridine Chemical Properties,Uses,Production

Description

Sulfapyridine is a sulfonamide antibiotic with antibacterial and anti-inflammatory activities. It is also a metabolite of sulfasalazine formed through bacterial conversion in the colon. It is active against strains of Y. enterocolitica and Salmonella (MICs = 3.1-25 and 25-100 μg/ml, respectively), as well as S. aureus (MBC = 0.8 μM). It is an inhibitor of recombinant P. carinii dihydropteroate synthetase (DHPS; IC50 = 0.18 μM). Sulfapyridine scavenges peroxyl radicals in an oxygen radical absorbance capacity (ORAC) assay. It inhibits histamine release induced by compound 48/80 from isolated rat peritoneal mast cells in a dose-dependent manner. Sulfapyridine (1 μg/kg) also inhibits compound 48/80-induced systemic allergic reaction in rats. Formulations containing sulfapyridine have previously been used in the treatment of dermatological conditions and ulcerative colitis.

Chemical Properties

White to Off-White Solid

Uses

Used in treatment of dermatitis herpetiformis; antibacterial.

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.

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.

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.]

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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) 2-Sulfanilamidopyr Sulfanilamide, N(sup 1)-2-pyridyl- WLN: T6NJ BMSWR DZ n(sup1)-2-pyridyl-sulfanilamid n(sup1)-2-pyridylsulfanilamide N(Sup1)-Pyridylsulfanilamide N’-2-Pyridylsulfanilamide N1-2-Pyridylsulfanilamide N-2-pyridinylsulfanilamide N-2-Pyridylsulfanilamide Piridazol Plurazol Pyriamid Pyridazol Relbapiridina Ronin Septipulmon Streptosilpyridine Sulfanilamide, N1-2(1H)-pyridylidene- Sulfanilamide, N1-2-pyridyl- Sulfidin Sulfidine Thioseptal Trianon Sulfapyridine melting point standard 4-Amino-N-[2-pyridyl]benzene sulfonamide N1-(Pyridin-2-yl)sulfanilamide 2-(4-Aminobenzenesulfonamido)pyridine 2-Sulfanilamidopyridine N'-2-Pyridylsulfanilide 2-(4-AMINOBENZENESULFONAMIDO)PYRIDINE 2-SULFANILAMIDOPYRIDINE 2-sulfapyridine AKOS 91331 4-AMINO-N-2-PYRIDINYL-BENZENESULFONAMIDE 4-AMINO-N-[2-PYRIDYL]BENZENE SULFONAMIDE 4-AMINO-N-PYRIDIN-2-YL-BENZENESULFONAMIDE 4-((2-pyridylamino)sulfonyl)aniline LABOTEST-BB LT00772295 TIMTEC-BB SBB003154 N1-(PYRIDIN-2-YL)SULFANILAMIDE N'-2-PYRIDYLSULFANILIDE SULFAPYRIDINE SULFAPYRIDINE VETRANAL (4-AMINO-N-(2-PYR IDINYL)BENZENESULFONAMIDE), 250 MG Sulfapyridine,SodiumSalt 2-(P-AMINOBENZENESULFONAMIDO)PYRIDINE (SULFAPYRIDINE) SULFAPYRIDINE,POWDER,USP p-amino-N-2-pyridyl-benzenesulfonamide BENZENESULPHANAMIDE,4-AMINO-N-(2-PYRIDINYL)- Sulfapyridine(from Bovine Brain)nzopyrylospiran [Photochromic Compound]a dry weight basis)l as Aldehyde in Ethyl Acetate) [for Offensive Odors Analysis] (1mlX5) Sulfapyridine 1g [144-83-2] Sulfapyridine (200 mg) Sulfapyridine Melting Point Standard (1 g) (Approximately 191 degrees) Sulfapyridine Melting Point Standard (ApproxiMately 191 degrees)