CAS No.68-35-9,Sulfadiazine Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	68-35-9
Name:	Sulfadiazine
Article Data:	29

Formula:	C₁₀H₁₀N₄O₂S
Molecular Weight:	250.281
Synonyms:	Sulfanilamide,N1-2(1H)-pyrimidinylidene- (6CI);Sulfanilamide, N1-2-pyrimidinyl- (8CI);2-(4-Aminobenzenesulfonylamino)pyrimidine;2-(p-Aminobenzenesulfonamido)pyrimidin;4-Amino-N-(2-pyrimidinyl)benzenesulfonamide;4-[[(Pyrimidin-2-yl)amino]sulfonyl]aniline;Adiazine;Cremodiazine;Debenal;Deltazina;Di-Azo-Mul;Diazin;Diazovit;Diazyl;Lipo-Levazine;Liquadiazine;N1-2-Pyrimidylsulfanilamide;Neazine;Pirimal;Pyrimal;RP 2616;Spofadrizine;Sterazine;Sulfadiazine;Sulfapirimidin;Sulfazin (Russian pharmaceutical);Sulfazine;Sulfolex;Sulphadiazine E;Sulfadiazine (SD);
EINECS:	200-685-8
Density:	1.496 g/cm³
Melting Point:	254 °C
Boiling Point:	512.6 °C at 760 mmHg
Flash Point:	263.8 °C
Solubility:	Very slightly soluble in cold water
Appearance:	White to slightly yellow crystalline powder
Hazard Symbols:	Xn,Xi
Risk Codes:	22-36/37/38-42/43
Safety:	26-36
PSA:	106.35000
LogP:	2.59460

Synthetic route

: 109-12-6
2-aminopyrimidine

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
Stage #1: 2-aminopyrimidine; p-acetylaminobenzenesulfonyl chloride With calcium carbonate In toluene at 20 - 65℃; Stage #2: With water; sodium hydroxide In toluene at 100 - 115℃; Stage #3: With acetic acid pH=5 - 5.5; Reagent/catalyst;	98.5%
Stage #1: 2-aminopyrimidine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; for 6h; Inert atmosphere; Stage #2: With sodium hydroxide for 2h; Inert atmosphere; Reflux;	65%
Stage #1: 2-aminopyrimidine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; for 6h; Stage #2: With sodium hydroxide for 2h; Reflux;

: 77218-33-8
N-benzylidene-sulfanilic acid pyrimidin-2-ylamide

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
With water In acetone at 20℃; for 0.666667h; Irradiation;	98%

: 57-67-0
4-amino-N-(diaminomethylene) benzenesulfonamide

: 19060-08-3
3-ethoxyacrolein

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
In ethanol at 100℃; for 4h; Green chemistry;	91%

: 4652-39-5
3-butoxyacrolein

: 57-67-0
4-amino-N-(diaminomethylene) benzenesulfonamide

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
In butan-1-ol at 100℃; for 4h; Green chemistry;	90.8%

: 542-78-9
Malondialdehyde

: 57-67-0
1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
With sodium methylate In methanol at 65℃; for 2h; Temperature;	89%

: 4652-35-1
3-methoxyacrolein

: 57-67-0
4-amino-N-(diaminomethylene) benzenesulfonamide

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
In methanol at 100℃; for 4h; Temperature; Green chemistry;	87%

: 109-12-6
2-aminopyrimidine

: 101570-35-8
3-(4-acetylamino-benzenesulfonyl)-2-benzenesulfonylimino-2,3-dihydro-thiazole

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
und anschliessenden Erhitzen mit wss. NaOH;

: 109-12-6
2-aminopyrimidine

: phenyl-methanesulfonic acid-[3-(N-acetyl-sulfanilyl)-3H-thiazol-2-ylidenamide]

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
und anschliessenden Erhitzen mit wss. NaOH;

: 1722-12-9
2-chloropyrimidine

: 63-74-1
sulfanilamide

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
With potassium carbonate

: 18213-90-6
2-phenoxypyrimidine

: 63-74-1
sulfanilamide

: 68-35-9
sulfadiazine

Conditions

Conditions	Yield
With potassium carbonate

Raw Materials

77218-33-8

98-74-8

127-74-2

121-60-8

1722-12-9

24265-24-5

63-74-1

109-12-6

Downstream Products

127-74-2

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Sulfadiazine, with the CAS registry number 68-35-9, is also known as Benzenesulfonamide, 4-amino-N-2-pyrimidinyl-. It belongs to the product categories of Antibiotics for Research and Experimental Use; Biochemistry; Sulfonamides (Antibiotics for Research and Experimental Use). Its EINECS registry number is 200-685-8. This chemical's molecular formula is C₁₀H₁₀N₄O₂S and molecular weight is 250.277. Its IUPAC name is called 4-amino-N-pyrimidin-2-ylbenzenesulfonamide. Side effects reported for sulfadiazine include: nausea, upset stomach, loss of appetite, and dizziness. This chemical's classification codes are Anti-infective Agents; Antibacterial; Antiparasitic Agents; Antiprotozoal agents; Coccidiostats; Drug / Therapeutic Agent; Human Data; Reproductive Effect.

Physical properties of Sulfadiazine: (1)ACD/LogP: -0.12; (2)ACD/LogD (pH 5.5): -0.13; (3)ACD/LogD (pH 7.4): -0.66; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 19.93; (7)ACD/KOC (pH 7.4): 5.87; (8)#H bond acceptors: 6; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.679; (12)Molar Refractivity: 63.14 cm³; (13)Molar Volume: 167.2 cm³; (14)Surface Tension: 82.6 dyne/cm; (15)Density: 1.496 g/cm³; (16)Flash Point: 263.8 °C; (17)Enthalpy of Vaporization: 78.38 kJ/mol; (18)Boiling Point: 512.6 °C at 760 mmHg; (19)Vapour Pressure: 1.28E-10 mmHg at 25°C.

Preparation of Sulfadiazine: this chemical can be prepared by chaff iodate and nitro metformin. This reaction will need reagents acetyl groups benzene sulfo-chloride and pyridine.

Uses of Sulfadiazine: It eliminates bacteria that cause infections by stopping the production of folic acid inside the bacterial cell, and is commonly used to treat urinary tract infections (UTIs). In combination, sulfadiazine and pyrimethamine, can be used to treat toxoplasmosis, a disease caused by Toxoplasma gondii.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. 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. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
(2)InChI: InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,; (3)16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)
(4)InChIKey: SEEPANYCNGTZFQ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
child	TDLo	oral	1800mg/kg/5D- (1800mg/kg)	KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: HEMATURIA ENDOCRINE: HYPOGLYCEMIA	Postgraduate Medical Journal. Vol. 53, Pg. 103, 1977.
child	TDLo	unreported	138mg/kg (138mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC KIDNEY, URETER, AND BLADDER: HEMATURIA KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Postgraduate Medical Journal. Vol. 53, Pg. 103, 1977.
dog	LD	oral	> 5gm/kg (5000mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 79, Pg. 354, 1943.
man	TDLo	oral	229mg/kg/8D-I (229mg/kg)	GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Israel Journal of Medical Sciences. Vol. 6, Pg. 561, 1970.
mouse	LD50	intraperitoneal	750mg/kg (750mg/kg)		"Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 109, 1969.
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03347,
mouse	LD50	oral	1500mg/kg (1500mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 571, 1971.
mouse	LD50	subcutaneous	1600mg/kg (1600mg/kg)		Drugs in Japan Vol. 6, Pg. 386, 1982.
rat	LD50	intravenous	880mg/kg (880mg/kg)		Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.
rat	LDLo	intraperitoneal	446mg/kg (446mg/kg)		Klinische Wochenscrift. Vol. 27, Pg. 449, 1949