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CAS No.: | 57-96-5 |
---|---|
Name: | (+/-)-Sulfinpyrazone |
Article Data: | 6 |
Molecular Structure: | |
Formula: | C23H20N2O3S |
Molecular Weight: | 404.489 |
Synonyms: | 1,2-Diphenyl-4-(2'-phenylsulfinethyl)-3,5-pyrazolidinedione;1,2-Diphenyl-4-[2-(phenylsulfinyl)ethyl]-3,5-pyrazolidinedione;4-(Phenylsulfoxyethyl)-1,2-diphenyl-3,5-pyrazolidinedione;Anturan;Anturane;Anturanil;Anturen;Anturidin;Diphenylpyrazone;Enturan;Enturen;G 28315;NSC75925;Sulfinpyrazon;Sulfinpyrazone;Sulfoxyphenylpyrazolidine;Sulphinpyrazone; |
EINECS: | 200-357-4 |
Density: | 1.39 g/cm3 |
Melting Point: | >300°C(lit.) |
Boiling Point: | 590.8 °C at 760 mmHg |
Flash Point: | 311.1 °C |
Solubility: | 2.601g/L(22 oC) |
Hazard Symbols: | Xn |
Risk Codes: | 22 |
Safety: | 36 |
PSA: | 76.90000 |
LogP: | 4.79120 |
caro's acid
4-[2-(phenylthio)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; sodium hydrogensulfite In water; acetic acid; ethyl acetate; toluene | 60% |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
4-[2-(phenylthio)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
Conditions | Yield |
---|---|
With Lawessons reagent In benzene at 20℃; for 0.5h; | 95% |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
1,2-diphenyl-4-fluoro-4-<(2-phenylsulfinyl)ethyl>pyrazolidine-3,5-dione
Conditions | Yield |
---|---|
With N-fluorobis<(trifluoromethyl)sulfonyl>imide In chloroform Ambient temperature; | 90% |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
methyl iodide
4-(2-phenylthienylethyl)-4-methyl-1,2-diphenyl-3,5-pyrazolidinedione
Conditions | Yield |
---|---|
With triethylamine In benzene for 0.7h; Ambient temperature; | 70% |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
Conditions | Yield |
---|---|
With sodium nitrite In acetic acid for 16h; Ambient temperature; | 10% |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
A
Ethyltartronic dianilide
B
2-(Phenylthio)ethyltartronic dianilide
C
2-(Phenylsulfinyl)ethyltartronic dianilide
D
Azobenzene
Conditions | Yield |
---|---|
In methanol for 18h; Product distribution; Mechanism; Irradiation; other solvent; | A 4% B 3% C 1% D n/a |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
4-(2-phenylthioethyl)-4-methyl-1,2-diphenyl-3,5-pyrazolidinedione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / 2,4-bi-(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide ( LR ) / benzene / 0.5 h / 20 °C 2: 74 percent / Et3N / CH2Cl2 / 0.5 h / Ambient temperature View Scheme |
4-[2-(phenylsulfinyl)ethyl]-1,2-diphenyl-3,5-pyrazolidinedione
3,3'-dithiobis (4-(2-phenylthio)ethyl-1,2-diphenyl-3-pyrazoline-5-thione)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 95 percent / 2,4-bi-(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide ( LR ) / benzene / 0.5 h / 20 °C 2: 74 percent / 2,4-bi-(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide ( LR ) / toluene / 0.5 h / Heating View Scheme |
Conditions | Yield |
---|---|
In methanol |
IUPAC Name: 4-[2-(Benzenesulfinyl)ethyl]-1,2-diphenylpyrazolidine-3,5-dione
The MF of (+/-)-Sulfinpyrazone (CAS NO.57-96-5) is C23H20N2O3S.
The Sulfinpyrazone, also known as 1,2-diphenyl-4-[2-(phenylsulfinyl)ethyl]pyrazolidine-3,5-dione, is a uricosuric medication with the formula C23H20N2O3S. Its EINECS registry number is 200-357-4. With the CAS registry number 57-96-5, its IUPAC name is 4-[2-(benzenesulfinyl)ethyl]-1,2-diphenylpyrazolidine-3,5-dione. This chemical's classification codes are Antirheumatic Agents; Drug / Therapeutic Agent; Gout Suppressants Human Data; Mutation Data; Renal Agents; Uricosuric; Uricosuric Agents.
Physical properties of Sulfinpyrazone: (1)ACD/LogP: 2.30; (2)ACD/LogD (pH 5.5): 1.97; (3)ACD/LogD (pH 7.4): 0.45; (4)ACD/BCF (pH 5.5): 15.47; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 199.34; (7)ACD/KOC (pH 7.4): 5.97; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 6; (10)Index of Refraction: 1.716; (11)Molar Refractivity: 114.13 cm3; (12)Molar Volume: 290 cm3; (13)Surface Tension: 75.9 dyne/cm; (14)Density: 1.39 g/cm3; (15)Flash Point: 311.1 °C; (16)Enthalpy of Vaporization: 88.14 kJ/mol; (17)Boiling Point: 590.8 °C at 760 mmHg; (18)Vapour Pressure: 6.2E-14 mmHg at 25°C.
Preparation: this chemical can be prepared as the following reaction equation:
Uses of Sulfinpyrazone: it can be used to used to treat gout. It also sometimes is used to reduce platelet aggregation by inhibiting degranulation of platelets which reduces the release of ADP and thromboxane. This chemical must not be used in persons with renal impairment or a high rate of excretion of uric acid (hyperuricosuria).
When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful if swallowed. In addition, it is irritating to eyes.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)N2C(=O)C(C(=O)N2C3=CC=CC=C3)CCS(=O)C4=CC=CC=C4
(2)InChI: InChI=1S/C23H20N2O3S/c26-22-21(16-17-29(28)20-14-8-3-9-15-20)23(27)25(19-12-6-2-7-13-19)24(22)18-10-4-1-5-11-18/h1-15,21H,16-17H2
(3)InChIKey: MBGGBVCUIVRRBF-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | TDLo | oral | 29mg/kg (29mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA | New England Journal of Medicine. Vol. 303, Pg. 702, 1980. |
mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | National Technical Information Service. Vol. AD414-344, | |
mouse | LD50 | intravenous | 240mg/kg (240mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: EXCITEMENT | Annals of the New York Academy of Sciences. Vol. 86, Pg. 263, 1960. |
mouse | LD50 | oral | 298mg/kg (298mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: EXCITEMENT | Annals of the New York Academy of Sciences. Vol. 86, Pg. 263, 1960. |
rabbit | LD50 | intravenous | 195mg/kg (195mg/kg) | Medicinal Chemistry: A Series of Monographs. Vol. 5, Pg. 391, 1965. | |
rat | LD50 | intravenous | 154mg/kg (154mg/kg) | BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Annals of the New York Academy of Sciences. Vol. 86, Pg. 263, 1960. |
rat | LD50 | oral | 358mg/kg (358mg/kg) | Drugs in Japan Vol. 6, Pg. 393, 1982. |