Sulfapyridine supplier | CasNO.144-83-2

Name
Sulfapyridine
EINECS 205-642-7
CAS No. 144-83-2
Article Data35
CAS DataBase
Density 1.432 g/cm³
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
Appearance white or yellowish-white crystalline powder
Safety 22-24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 93.46000
LogP 3.19960

Synthetic route

: 1028-11-1
4-nitro-N-(pyridin-2-yl)benzenesulfonamide

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With pyridine; sodium hydroxide; water

: 504-29-0
2-aminopyridine

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
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

Conditions	Yield
With copper; potassium carbonate at 180℃;

: 5029-67-4
2-iodopyridine

: 63-74-1
sulfanilamide

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
With copper; potassium carbonate at 150℃;

: 1213-38-3
4-chloro-N-pyridin-2-yl-benzenesulfonamide

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide; water; Petroleum ether

: 19077-98-6
N-acetylsulfapyridine

: 144-83-2
sulphapyridine

Conditions

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

: 4-phenylazo-benzenesulfonic acid-[2]pyridylamide

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
With nickel at 60 - 70℃; under 2574.3 Torr; Hydrogenation.in wss.-aethanol. NaOH;
With hydrogenchloride; tin; water

: 504-29-0
2-aminopyridine

3-<N-acetyl-sulfanilyl> 2-phenylmethanesulfonylimino-2,3-dihydro-thiazole: 3-<N-acetyl-sulfanilyl> 2-phenylmethanesulfonylimino-2,3-dihydro-thiazole

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
With pyridine; sodium hydroxide; water

: 109-04-6
2-bromo-pyridine

sodium-salt of sulfanilamide: sodium-salt of sulfanilamide

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
With xylene

: 504-29-0
2-aminopyridine

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dioxane 2: NaOH; water View Scheme
Multi-step reaction with 2 steps 1: pyridine; acetone 2: HCl; water; ethanol View Scheme
Multi-step reaction with 2 steps 1: pyridine 2: tin; HCl; water View Scheme

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dioxane 2: NaOH; water View Scheme
Multi-step reaction with 2 steps 1: pyridine; acetone 2: HCl; water; ethanol View Scheme
Multi-step reaction with 2 steps 1: CaCO3; H2O 2: Ca(OH)2; water View Scheme

: 109-04-6
2-bromo-pyridine

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3; copper-powder / 220 °C 2: NaOH; water View Scheme

: 102840-82-4
4-(phenylazo)benzenesulfonyl chloride

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: tin; HCl; water View Scheme

: 1227476-15-4
Azobenzene

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chlorosulfuric acid / 125 °C 2: pyridine 3: tin; HCl; water View Scheme

: 121-61-9
p-acetylaminobenzenesulfonamide

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3; copper-powder / 220 °C 2: NaOH; water View Scheme

: Ni(H2NC6H4SO2NC5H4N)2(2-methylamino-1-{3-hydroxy-phenyl}-ethanol)2

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
With mineral acid decompn. with strong mineral acid;
With mineral acid decompn. with strong mineral acid;
With mineral acid decompn. with strong mineral acid;

: 599-79-1
2-hydroxy-5-(4-pyridin-2-ylsulfamoyl-phenylazo)-benzoic acid

A: 89-57-6
5-Aminosalicylic Acid

B: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
With azoreductase

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloromethane / 0 - 20 °C 2: iron; ammonium chloride / methanol; water / 4 h / 70 °C View Scheme

: 103-84-4
Acetanilid

: 144-83-2
sulphapyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chlorosulfonic acid / 0.5 h / 60 °C 2: pyridine / 4 h / 0 - 20 °C 3: sodium hydroxide / methanol / 3 h / 70 °C View Scheme

: 2-chloro-6-methyl-1-hydroxy-3-aminobenzene

: 144-83-2
sulphapyridine

: 1395084-37-3
(E)-4-((2-amino-3-chloro-4-hydroxy-5-methylphenyl)diazenyl)-N-(pyridin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: sulphapyridine With hydrogenchloride In methanol; water; acetonitrile at 0℃; for 0.25h; Stage #2: With isopentyl nitrite In methanol; water; acetonitrile at 0℃; for 0.916667h; Inert atmosphere; Stage #3: 2-chloro-6-methyl-1-hydroxy-3-aminobenzene With potassium carbonate In methanol; water; acetonitrile at 0℃; for 0.5h; pH=8 - 10; Inert atmosphere;	99%
Stage #1: sulphapyridine With hydrogenchloride In methanol; acetonitrile at 0℃; for 0.25h; Stage #2: With isopentyl nitrite In methanol; acetonitrile at 0 - 20℃; for 0.75h; Inert atmosphere; Stage #3: 2-chloro-6-methyl-1-hydroxy-3-aminobenzene With potassium carbonate In methanol; acetonitrile at 0 - 20℃; pH=8 - 10; Inert atmosphere;

: 144-83-2
sulphapyridine

: 80756-85-0
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

: (Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(pyridin-2-yl)sulfamoyl)phenyl)acetamide

Conditions

Conditions	Yield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;	96%

: 144-83-2
sulphapyridine

: 69-72-7
salicylic acid

: 599-79-1
sulfosalazine

Conditions

Conditions	Yield
Stage #1: sulphapyridine With hydrogenchloride; sodium nitrite In water at 2℃; for 0.333333h; Stage #2: salicylic acid With sodium hydroxide In water at 7℃; for 1.5h; Temperature; Concentration;	95.4%
Stage #1: sulphapyridine With hydrogenchloride; sodium nitrite In water at 2℃; for 0.333333h; Stage #2: salicylic acid With sodium hydroxide In water at 7℃; for 1.5h; pH=10; Temperature; Time; Concentration;
Stage #1: sulphapyridine With hydrogenchloride; sodium nitrite In water at 0℃; Flow reactor; Stage #2: salicylic acid With glycine; sodium hydroxide In water; N,N-dimethyl-formamide at 25℃; pH=8.55 - 9; Flow reactor;

: 98885-93-9, 115851-80-4, 147556-16-9
curcumin

: 144-83-2
sulphapyridine

: 1443768-39-5
C43H38N6O8S2

Conditions

Conditions	Yield
With acetic acid In ethanol at 60℃; for 2h;	92%

: 144-83-2
sulphapyridine

: 1761-61-1
5-bromosalicyclaldehyde

: C18H14BrN3O3S

Conditions

Conditions	Yield
In ethanol at 78℃; for 6h;	92%

: 6484-25-9
4-chloro-2-phenylquinazoline

: 144-83-2
sulphapyridine

: 4-(2-phenylquinazolin-4-ylamino)-N-(pyridine-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 22h; Reflux;	91%

: 144-83-2
sulphapyridine

: 2,2-dicyanomethyl-3-cyano-4,5,5-trimethyl dihydrofuran

: 4-(2-(4-cyano-5-(dicyanomethylene)-2,5-dihydro-2,2-dimethylfuran-3-yl)methylenehydrazinyl)−N-(pyridin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: sulphapyridine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: 2,2-dicyanomethyl-3-cyano-4,5,5-trimethyl dihydrofuran With sodium acetate In acetonitrile for 1h;	91%

: 28996-12-5
5-(4-bromo-benzylidene)-2-methylsulfanyl-thiazol-4-one

: 144-83-2
sulphapyridine

: C21H15BrN4O3S2

Conditions

Conditions	Yield
In acetic acid at 90℃; for 4h;	90.3%

: 144-83-2
sulphapyridine

: C11H7Cl2NOS2

: C21H14Cl2N4O3S2

Conditions

Conditions	Yield
In acetic acid at 90℃; for 4h;	90.1%

: 88258-42-8
4-methoxy-6-hydroxybenzofuran-5-carboxylic acid

: 144-83-2
sulphapyridine

: 1248345-37-0
6-hydroxy-4-methoxy-7-[2-(2-pyridinylsulphamoyl)phenylazo]benzofuran-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: sulphapyridine With hydrogenchloride; sodium nitrite In water at 0 - 10℃; Stage #2: 6-hydroxy-4-methoxybenzofuran-5-carboxylic acid With sodium hydroxide In water at 5℃;	90%

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 144-83-2
sulphapyridine

: N-(pyridin-2-yl)-4-(1H-pyrrol-1-yl)benzenesulfonamide

Conditions

Conditions	Yield
In 1,4-dioxane; acetic acid for 24h; Reflux;	90%

: 98885-93-9, 115851-80-4, 147556-16-9
curcumin

: 144-83-2
sulphapyridine

: 1443768-34-0
C32H29N3O7S

Conditions

Conditions	Yield
In ethanol at 60℃; for 4h;	89%

: 144-83-2
sulphapyridine

: 97-51-8
5-Nitrosalicylaldehyde

: C18H14N4O5S

Conditions

Conditions	Yield
In ethanol at 78℃; for 6h;	89%

: 144-83-2
sulphapyridine

: C11H8FNOS2

: C21H15FN4O3S2

Conditions

Conditions	Yield
In acetic acid at 90℃; for 4h;	88.2%

: 144-83-2
sulphapyridine

: 613-94-5
benzoic acid hydrazide

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 4-(3-phenyl-4H-1,2,4-triazol-4-yl)-N-(pyridin-2-yl) benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid In acetonitrile for 9h; Reflux;	88%

...Expand

: 144-83-2
sulphapyridine

: C11H8FNOS2

: C21H15FN4O3S2

Conditions

Conditions	Yield
In acetic acid at 90℃; for 6h;	88%

: 144-83-2
sulphapyridine

: (Z)-3-(dimethylamino)-1-(10H-phenothiazin-2-yl)prop-2-en-1-one

: (Z)-4-(3-oxo-3-(10H-phenothiazine-2yl)prop-1-enylamino)-N-(pyridin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
In ethanol for 18h; Reflux;	88%

: 86-98-6
4,7-dichloroquinoline

: 144-83-2
sulphapyridine

: 1448458-23-8
C20H15ClN4O2S

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 6h; Reflux;	87%
In ethanol Reflux;	71%

: 884647-32-9
7-chloro-4-isothiocyanatoquinoline

: 144-83-2
sulphapyridine

: 1449376-72-0
C21H16ClN5O2S2

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 18h; Reflux;	86%

: 463-71-8
thiophosgene

: 144-83-2
sulphapyridine

: 7403-88-5
4-isothiocyanato-N-(pyridin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃;	86%

: 144-83-2
sulphapyridine

: 2-mercapto-1-methoxypersulfide

: C21H31N3O2S3

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In N,N-dimethyl-formamide at 20℃; for 24h; Green chemistry;	86%

: 50-00-0
formaldehyd

: 144-83-2
sulphapyridine

: 2349-67-9
5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione

: N-(pyridin-2-yl)-4-((5-thioxo-4,5-dihydro-1,3,4-thiadiazol-2-yl-amino)-methylamino)-benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: formaldehyd; 5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione In methanol for 1h; Stage #2: sulphapyridine In methanol for 2h; Stage #3: In methanol for 5h; Reflux;	85%

...Expand

: 346-55-4
4-chloro-7-trifluoromethyl quinoline

: 144-83-2
sulphapyridine

: 1489236-25-0
N-(pyridin-2-yl)-4-(7-(trifluoromethyl)quinolin-4-ylamino)benzenesulfonamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 12h; Reflux;	84%

: 144-83-2
sulphapyridine

: 69873-67-2
methyl 2-[(pyridinecarbonyl)amino]benzoate

: N-(2-((4-(N-(pyridin-2-yl)sulfamoyl)phenyl)carbamoyl)phenyl)picolinamide

Conditions

Conditions	Yield
Stage #1: sulphapyridine With potassium tert-butylate In acetonitrile for 2h; Reflux; Stage #2: methyl 2-[(pyridinecarbonyl)amino]benzoate In acetonitrile Reflux;	83%

: 144-83-2
sulphapyridine

: 5429-22-1
4-(4-methoxybenzylidene)-2-phenyl-5(4H)-oxazolone

: 81820-44-2
4-{4-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-N-pyridin-2-yl-benzenesulfonamide

Conditions

Conditions	Yield
With sodium acetate In acetic acid for 4h; Heating;	82%

: 144-83-2
sulphapyridine

: 6948-65-8, 57427-84-6, 57428-00-9
2-phenyl-4-(2'-methoxyphenylidene)-5-oxazolone

: 81820-49-7
4-{4-[1-(2-Methoxy-phenyl)-meth-(Z)-ylidene]-5-oxo-2-phenyl-4,5-dihydro-imidazol-1-yl}-N-pyridin-2-yl-benzenesulfonamide

Conditions

Conditions	Yield
With sodium acetate In acetic acid for 4h; Heating;	82%

: 144-83-2
sulphapyridine

: 708-06-5
2-hydroxynaphthalene-1-carbaldehyde

: 2-hydroxy-1-naphthaldehyde sulphapyridine

Conditions

Conditions	Yield
In ethanol for 4h; Reflux;	82%
In ethanol Heating;

: 64-17-5
ethanol

: 144-83-2
sulphapyridine

: 17422-74-1
3-Formylchromone

: 1449215-88-6
4-{[(2-ethoxy-4-oxo-2H-chromen-3(4H)ylidene)methyl]amino}-N-(pyridin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid for 3.5h; Reflux;	82%
With toluene-4-sulfonic acid Heating;	78%

...Expand

: 98885-93-9, 115851-80-4, 147556-16-9
curcumin

: 144-83-2
sulphapyridine

: 1443768-44-2
C32H28N4O8S

Conditions

Conditions	Yield
Stage #1: sulphapyridine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: curcumin With potassium hydroxide In water	82%

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.

Product Name

Sulfapyridine

Synthetic route

Sulfapyridine Consensus Reports

Sulfapyridine Specification

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