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17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 1662-06-2 Structure
  • Basic information

    1. Product Name: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE
    2. Synonyms: 17alpha,20beta-dihydroxypregn-4-en-3-one;MIS (SALMONID);MATURATION INDUCING HORMONE (SALMONID);MATURATION-INDUCING STEROID (SALMONID);FISH MATURATION HORMONE (SALMONID);4-PREGNENE-17ALPHA,20BETA-DIOL-3-ONE;4-PREGNEN-17ALPHA,20BETA-DIOL-3-ONE;4-PREGNEN-17,20-BETA-DIOL-3-ONE
    3. CAS NO:1662-06-2
    4. Molecular Formula: C21H32O3
    5. Molecular Weight: 332.48
    6. EINECS: N/A
    7. Product Categories: Steroids
    8. Mol File: 1662-06-2.mol
    9. Article Data: 6
  • Chemical Properties

    1. Melting Point: 201-202°C
    2. Boiling Point: 487.1°C at 760 mmHg
    3. Flash Point: 262.5°C
    4. Appearance: /crystalline
    5. Density: 1.15g/cm3
    6. Vapor Pressure: 1.56E-11mmHg at 25°C
    7. Refractive Index: 1.567
    8. Storage Temp.: -20°C Freezer
    9. Solubility: Acetone (Slightly), Methanol (Slightly), DMSO
    10. PKA: 14.79±0.60(Predicted)
    11. Stability: Store in Freezer
    12. CAS DataBase Reference: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE(CAS DataBase Reference)
    13. NIST Chemistry Reference: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE(1662-06-2)
    14. EPA Substance Registry System: 17ALPHA,20BETA-DIHYDROXY-4-PREGNEN-3-ONE(1662-06-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1662-06-2(Hazardous Substances Data)

1662-06-2 Usage

Chemical Properties

White Solid

Uses

4-Pregnen-17α,20β-diol-3-one (cas# 1662-06-2) is a derivative of 17α-Hydroxy Progesterone (H952330), which is a metabolite of Progesterone (P755900). It can also be used as an antagonist of cb1 receptor for therapeutic use.

Biochem/physiol Actions

17α,20β-Dihydroxy-4-pregnen-3-one, also known as maturation-inducing hormone (MIH) or DHP, is the most potent steroid for inducing final oocyte maturation in several species of fish. DHP as a progestin regulates spermiation, improves sperm motility and acts as a pheromone in male cyprinids.

Check Digit Verification of cas no

The CAS Registry Mumber 1662-06-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,6 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1662-06:
(6*1)+(5*6)+(4*6)+(3*2)+(2*0)+(1*6)=72
72 % 10 = 2
So 1662-06-2 is a valid CAS Registry Number.
InChI:InChI=1/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16-,17+,18+,19+,20+,21+/m1/s1

1662-06-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (20R)-17,20-dihydroxypregn-4-en-3-one

1.2 Other means of identification

Product number -
Other names 4-Pregnen-17α,20β-diol-3-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1662-06-2 SDS

1662-06-2Downstream Products

1662-06-2Relevant articles and documents

A direct stereoselective preparation of a fish pheromone and application of the zinc porphyrin tweezer chiroptical protocol in its stereochemical assignment

Ouedraogo, Yannick P.,Huang, Longchuan,Torrente, Mariana P.,Proni, Gloria,Chadwick, Ekaterina,Wehmschulte, Rudolf J.,Nesnas, Nasri

, p. 575 - 581 (2013)

A two-step stereoselective preparation of a goldfish pheromone, 17α,20β-dihydroxy-4-pregnen-3-one, is reported from the readily available cortexolone in 64% overall yield. The (20S)-epimer was also synthesized in three steps from cortexolone with an overall yield of 47%. A microscale chiroptical technique based on a host/guest complexation mechanism between the substrate and a dimeric metalloporphyrin host (tweezer) was used to confirm the stereochemical assignment, while Density Functional Theory (DFT) calculations were employed to explain the high stereoselectivity induced by the 17α-hydroxyl and C18-methyl groups. Chirality 00:000-000:, 2013. 2013 Wiley Periodicals, Inc.

Simple synthesis of 17α20β-dihydroxypregn-4-en-3-one

Kovganko,Kashkan,Shkumatov

, p. 55 - 56 (2001)

Reduction of 17α-hydroxyprogesterone (1) with NaBH4 produces 17α,20β-dihydroxypregn-4-en-3-one (2) and pregn-4-en-3β,17α,20β-triol (3).

Oxidation of 17α,20β- and 17α,20α-dihydroxypregn-4- en-3-ones, side products of progesterone biotransformation with recombinant microorganisms expressing cytochrome P-45017α

Shkumatov,Usova,Radyuk,Kashkan,Kovganko,Juretzek,Mauersberger

, p. 581 - 587 (2003)

Progesterone biotransformation with recombinant yeasts Yarrowia lipolytica E129A15 and Saccharomyces cerevisiae GRF18/YEp5117α expressing bovine adrenocortical cytochrome P-45017α yielded 17α-hydroxyprogesterone and two diols, 17α,20β- and 17α,20α-dihydroxypregn-4-en- 3-ones. The oxidation of mixtures of the three steroids with chromic acid resulted in the cleavage of 17-20 bonds in the diols with the formation of androst-4-ene-3,17-dione. The biotransformation of pregn-4-ene-20β-ol-3-one by means of Y. lipolytica E129A15 was accompanied by the following reactions: the primary oxidation of these compounds to progesterone and the subsequent successive reactions of 17α-hydroxylation and 20α- and 20β-reduction. The results widen the possibilities of enzymatic and chemical modifications of steroids.

A by the 3,17-dione steroid preparing steroid the synthetic method of the compound of

-

, (2017/03/14)

The invention discloses a synthetic method of steroid type drugs and intermediates, in particular relates to a synthetic method for preparing 17-hydroxy-20-ketone steroid compounds from 3,17-diketone steroids, and belongs to the field of synthesis of drugs. The method takes 3,17-diketone steroids as raw materials and adopts a conventional, environment-friendly, low-toxicity reagent, and the steroid type drugs such as cortisone, hydrocortisone, metacortandracin, or hydroprednisone, or intermediates 17alpha-hydroxy-20-ketone compounds are prepared simply and conveniently at high yield by selective protection of C3 or (and) C11-ketone group, Wittig reaction of C17, selective oxidization of 17(20)-position double bonds and halogenating replacement. The aftertreatment is simple, few three wastes are generated, the reaction selectivity is good, the yield is high, and byproducts anti-pregnancy steroidal drugs and steroidal compounds can be obtained. The raw materials are easy to get, the cost is low and the synthetic process is simple; the synthetic method is suitable for industrial production.

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