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50588-47-1

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  • Androstan-17-one,3-amino-2-hydroxy-, (2β,3α,5α)- (9CI)

    Cas No: 50588-47-1

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  • 50588-47-1 Structure

  • Basic information

    1. Product Name: Amafolone
    2. Synonyms: Amafolone;3α-Amino-2β-hydroxy-5α-androstan-17-one
    3. CAS NO:50588-47-1
    4. Molecular Formula: C19H31NO2
    5. Molecular Weight: 305.459
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 50588-47-1.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 440.9 °C at 760 mmHg
    3. Flash Point: 220.5 °C
    4. Appearance: /
    5. Density: 1.109 g/cm3
    6. Refractive Index: 1.545
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: Amafolone(CAS DataBase Reference)
    10. NIST Chemistry Reference: Amafolone(50588-47-1)
    11. EPA Substance Registry System: Amafolone(50588-47-1)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 50588-47-1(Hazardous Substances Data)

50588-47-1 Usage

Originator

Amafolone hydrochloride,ZYF Pharm Chemical

Manufacturing Process

A solution of 70% perchloric acid (60 ml) in water (280 ml) was added to a stirred solution of 5α-androst-2-en-17-one (200.0 g) in ether (1.15 l) at 15°C followed by portionwise addition of N-bromacetamide (112.0 g) over 10 min. After stirring for 1 h the precipitated white crystalline solid was filtered off, washed neutral with ether and water and crystallised to give 2β-hydroxy-3α- bromo-5α-androstan-17-one (172.0 g). The ether layer of the filtrate was washed neutral, dried (Na2SO4) and concentrated to give a second crop (28.0 g). The two crops (200.0 g) were suspended in methanol (1 L), 10 N aqueous potassium hydroxide solution (100 ml) added and the mixture slowly distilled over 45 min. Addition of water precipitated the product as a white solid which was filtered off, washed with water, dried and 88.0 g of 2β,3β-epoxy-5α- androstan-17-one were obtained (crystallisation from ether:light petrol). A solution of the 2β,3β-epoxy-5α-androstan-17-one (30.0 g) in ethanol (130 ml), water (15 ml) and liquid ammonia was heated in an autoclave at 150°C for 6 h and the resultant crystalline suspension evaporated to dryness. Water (35 ml) and acetic acid (36 ml) were added and the solution kept at 90°C for 1 h, cooled and excess water added. The precipitated material was filtered off and the filtrate made alkaline with aqueous 10 N potassium hydroxide solution to precipitate a white solid which was filtered off, washed neutral with water, dissolved in methylene chloride, the solution dried (Na2SO4) concentrated and ether added to give 2β-hydroxy-3α-amino-5α-androstan-17-one (14.3 g), melting point l92°-195°C. In practice it is usually used as hydrochloride.

Therapeutic Function

Antiarrhythmic

Check Digit Verification of cas no

The CAS Registry Mumber 50588-47-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,5,8 and 8 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 50588-47:
(7*5)+(6*0)+(5*5)+(4*8)+(3*8)+(2*4)+(1*7)=131
131 % 10 = 1
So 50588-47-1 is a valid CAS Registry Number.
InChI:InChI=1/C19H31NO2/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h11-16,21H,3-10,20H2,1-2H3/t11?,12-,13?,14?,15-,16-,18-,19-/m0/s1

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