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465-21-4

Basic Information
CAS No.: 465-21-4
Name: Bufalin
Article Data: 10
Molecular Structure:
Molecular Structure of 465-21-4 (Bufalin)
Formula: C24H34O4
Molecular Weight: 386.532
Synonyms: 5b-Bufa-20,22-dienolide, 3b,14-dihydroxy- (7CI,8CI);5β-Bufa-20,22-dienolide, 3β,14-dihydroxy-;NSC 89595;Bufa-20,22-dienolide, 3,14-dihydroxy-, (3β,5β)-;3-beta,14-Dihydroxy-5-beta-bufa-20,22-dienolide;3,14-Dihydroxy-bufa-20,22-dienolide;
Density: 1.226 g/cm3
Melting Point: 242 - 243oC
Boiling Point: 556.6 °C at 760 mmHg
Flash Point: 189 °C
Appearance: White solid.
Hazard Symbols: VeryT+
Risk Codes: 28
Safety: 28-36/37-45
Transport Information: UN 3462 6.1/PG 2
PSA: 70.67000
LogP: 4.24190
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    Bufalin

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    465-21-4 Application:intermediate

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  • Bufalin 465-21-4

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    Bufalin 465-21-4

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Specification

The Bufalin, with the CAS registry number 465-21-4, is also known as Bufa-20,22-dienolide, 3,14-dihydroxy-, (3β,5β)-. This chemical's molecular formula is C24H34O4 and molecular weight is 386.52. What's more, its systematic name is (3β,5β)-3,14-dihydroxybufa-20,22-dienolide. Its classification codes are: (1)Antineoplastic agents; (2)Cardiotonic agents; (3)Cardiovascular Agents; (4)Drug / Therapeutic Agent; (5)Enzyme inhibitors; (6)Natural Product; (7)Protective Agents. It should be sealed and stored in a ventilated and dry place with the temperature of 2 - 8 °C. Moreover, it should be protected from oxides.

Physical properties of Bufalin are: (1)ACD/LogP: 2.78; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3; (4)ACD/LogD (pH 7.4): 3; (5)ACD/BCF (pH 5.5): 235; (6)ACD/BCF (pH 7.4): 235; (7)ACD/KOC (pH 5.5): 1733; (8)ACD/KOC (pH 7.4): 1733; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 66.76 Å2; (13)Index of Refraction: 1.594; (14)Molar Refractivity: 106.898 cm3; (15)Molar Volume: 315.091 cm3; (16)Polarizability: 42.378×10-24cm3; (17)Surface Tension: 53.892 dyne/cm; (18)Density: 1.227 g/cm3; (19)Flash Point: 189.034 °C; (20)Enthalpy of Vaporization: 96.322 kJ/mol; (21)Boiling Point: 556.567 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of Bufalin: this chemical can be prepared by 5-(3'b-benzyloxy-14'-hydroxy-5'b,14'b-androstan-17'b-yl)-2H-pyran-2-one by heating. This reaction will need reagent H2 and solvents benzene, ethanol, cyclohexane with the reaction time of 2 hours. This reaction will also need catalyst Pd(OH)2/C. The yield is about 70%.

Bufalin can be prepared by 5-(3'b-benzyloxy-14'-hydroxy-5'b,14'b-androstan-17'b-yl)-2H-pyran-2-one by heating

When you are using this chemical, please be cautious about it as the following:
It is very toxic if swallowed. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer). When using it, you need wear suitable protective clothing and gloves. In case of accident or if you feel unwell, you need seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1O\C=C(/C=C/1)[C@@H]4[C@@]3(C)CC[C@@H]2[C@@]5(C)CC[C@H](O)C[C@H]5CC[C@H]2[C@@]3(O)CC4
(2)Std. InChI: InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1
(3)Std. InChIKey: QEEBRPGZBVVINN-BMPKRDENSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 140ug/kg (0.14mg/kg)   "Die Herzwirksamen Glykoside," Baumgarten, G., and W. Forster, Leipzig, Ger. Dem. Rep., VEB Georg Thieme, 1963Vol. -, Pg. 189, 1963.
cat LDLo unreported 137ug/kg (0.137mg/kg)   Pharmaceutica Acta Helvetiae. Vol. 24, Pg. 222, 1949.
mouse LD50 intravenous 740ug/kg (0.74mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ANTIPSYCHOTIC
Chemical and Pharmaceutical Bulletin. Vol. 24, Pg. 1714, 1976.