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Sulfapyridine

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Name

Sulfapyridine

EINECS 205-642-7
CAS No. 144-83-2 Density 1.432 g/cm3
PSA 93.46000 LogP 3.19960
Solubility <0.1 g/100 mL at 22 °C in water Melting Point 191-193 °C
Formula C11H11N3O2S Boiling Point 473.5 °C at 760 mmHg
Molecular Weight 249.293 Flash Point 240.2 °C
Transport Information N/A Appearance white or yellowish-white crystalline powder
Safety 22-24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 144-83-2 (Sulfapyridine) Hazard Symbols IrritantXi
Synonyms

Sulfanilamide,N1-2(1H)-pyridylidene- (6CI,7CI);Sulfanilamide, N1-2-pyridyl- (8CI);Sulfanilamide, N4-2-pyridyl- (4CI);2-Sulfanilamidopyridine;2-Sulfapyridine;4-Amino-N-2-pyridinylbenzenesulfonamide;4-[(2-Pyridylamino)sulfonyl]aniline;A-499;Adiplon;Coccoclase;Dagenan;Eubasin;Eubasinum;Haptocil;M and B 693;N-(2-Pyridyl)-4-aminobenzenesulfonamide;N1-2-Pyridylsulfanilamide;NSC 41791;NSC 4753;Piridazol;Pirodazole;Plurazol;Pyriamid;Pyridazol;Relbapiridina;Ronin;Streptosilpyridine;Sulfapyridine;Sulfidin;Sulphapyridine;Thioseptal;Trianon;

Article Data 35

Sulfapyridine Synthetic route

1028-11-1

4-nitro-N-(pyridin-2-yl)benzenesulfonamide

144-83-2

sulphapyridine

Conditions
ConditionsYield
With iron; ammonium chloride In methanol at 80℃; for 3h; Temperature; Solvent;81%
With iron; acetic acid
With iron; ammonium chloride In methanol; water at 70℃; for 4h;
With sodium hydroxide; water; iron(II) sulfate
504-29-0

2-aminopyridine

98-62-4

4-aminobenzenesulfonyl fluoride

144-83-2

sulphapyridine

Conditions
ConditionsYield
With N,N-dimethyl-aniline at 180℃;
504-29-0

2-aminopyridine

107145-69-7

N-dichlorophosphoryl-sulfanilyl chloride

144-83-2

sulphapyridine

504-29-0

2-aminopyridine

101570-35-8

3-(4-acetylamino-benzenesulfonyl)-2-benzenesulfonylimino-2,3-dihydro-thiazole

144-83-2

sulphapyridine

Conditions
ConditionsYield
With pyridine; sodium hydroxide; water
504-29-0

2-aminopyridine

121-60-8

p-acetylaminobenzenesulfonyl chloride

144-83-2

sulphapyridine

Conditions
ConditionsYield
at 140℃;
Stage #1: 2-aminopyridine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; for 6h;
Stage #2: With sodium hydroxide for 2h; Reflux;
109-04-6

2-bromo-pyridine

63-74-1

sulfanilamide

144-83-2

sulphapyridine

Conditions
ConditionsYield
With copper; potassium carbonate at 180℃;
5029-67-4

2-iodopyridine

63-74-1

sulfanilamide

144-83-2

sulphapyridine

Conditions
ConditionsYield
With copper; potassium carbonate at 150℃;
1213-38-3

4-chloro-N-pyridin-2-yl-benzenesulfonamide

144-83-2

sulphapyridine

Conditions
ConditionsYield
With ammonia; water; copper; copper dichloride at 150 - 160℃;
With ammonia; water; copper(l) chloride at 150 - 175℃;
99360-04-0

4-(butanoylamino)benzenesulfonyl chloride

40825-17-0

Natrium-Verbindung des [2]Pyridylamins

144-83-2

sulphapyridine

Conditions
ConditionsYield
With sodium hydroxide; water; Petroleum ether
19077-98-6

N-acetylsulfapyridine

144-83-2

sulphapyridine

Conditions
ConditionsYield
With sodium hydroxide; water
With calcium hydroxide; water
With hydrogenchloride; water at 60℃;

Sulfapyridine Consensus Reports

Reported in EPA TSCA Inventory.

Sulfapyridine Specification

Sulfapyridine, with the CAS registry number 144-83-2, it is also named as 2-(p-Aminobenzenesulphonamido)pyridine. The product's categories are Aromatics Compounds; Aromatics; Sulfur & Selenium Compounds. It is white or yellowish-white crystalline powder which is stable, combustible, potentially toxic and incompatible with strong oxidizing agents. What's more, this chemical can be obtained by condensation and hydrolysis of 2-aminopyridine. Additionally, it should be stored at the temperature of 2-8 °C.

Physical properties about Sulfapyridine are: (1)ACD/LogP: 0.469; (2)ACD/LogD (pH 5.5): 0.47; (3)ACD/LogD (pH 7.4): 0.41; (4)ACD/BCF (pH 5.5): 1.34; (5)ACD/BCF (pH 7.4): 1.16; (6)ACD/KOC (pH 5.5): 42.77; (7)ACD/KOC (pH 7.4): 37.14; (8)#H bond acceptors: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.674; (12)Molar Refractivity: 65.348 cm3; (13)Molar Volume: 174.056 cm3; (14)Polarizability: 25.906 10-24cm3; (15)Surface Tension: 73.056999206543 dyne/cm; (16)Density: 1.432 g/cm3; (17)Flash Point: 240.188 °C; (18)Enthalpy of Vaporization: 73.669 kJ/mol; (19)Boiling Point: 473.538 °C at 760 mmHg

Uses of Sulfapyridine: It is antibacterial which is used to treat certain skin diseases. But it is not prescribed for treatment in humans any more. And it is also used as pharmaceutical intermediate.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.  

People can use the following data to convert to the molecule structure.
1. SMILES:O=S(=O)(Nc1ncccc1)c2ccc(N)cc2
2. InChI:InChI=1/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 500mg/kg (500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of Pharmacology and Experimental Therapeutics. Vol. 67, Pg. 454, 1939.
mouse LD50 intraperitoneal 1150mg/kg (1150mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archivum Immunologiae et Therapiae Experimentalis. Vol. 16, Pg. 804, 1968.
mouse LD50 oral 16600mg/kg (16600mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR
Quarterly Journal of Pharmacy & Pharmacology. Vol. 11, Pg. 217, 1938.
rabbit LDLo oral 20gm/kg (20000mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES Archives Internationales de Pharmacodynamie et de Therapie. Vol. 62, Pg. 281, 1939.
rat LD50 intravenous 800mg/kg (800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.
rat LD50 oral 15800mg/kg (15800mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE WEAKNESS

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE
Quarterly Journal of Pharmacy & Pharmacology. Vol. 11, Pg. 217, 1938.

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