77016-85-4

Basic information

• Product Name: Plomestane
• Synonyms: Plomestane;10-(2-Propynyl)estr-4-ene-3,17-dione;10-Propargylandrostenedione;10-Propargylestr-4-ene-3,17-dione;MD-18962;MDL-18962;RMI-18962
• CAS NO: 77016-85-4
• Molecular Formula: C21H26 O2
• Molecular Weight: 310.43
• Mol File: 77016-85-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 460.932°C at 760 mmHg
• Flash Point: 171.502°C
• Appearance: /
• Density: 1.136g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: Plomestane(CAS DataBase Reference)
• NIST Chemistry Reference: Plomestane(77016-85-4)
• EPA Substance Registry System: Plomestane(77016-85-4)

Safety Data

• Hazardous Substances Data: 77016-85-4(Hazardous Substances Data)

Usage

Uses

Antineoplastic.

InChI:InChI=1/C21H26O2/c1-3-10-21-12-8-15(22)13-14(21)4-5-16-17-6-7-19(23)20(17,2)11-9-18(16)21/h1,13,16-18H,4-12H2,2H3/t16-,17-,18-,20-,21-/m0/s1

Upstream product

• 117626-56-9 5α-hydroxy-10β-<3-(trimethylsilyl)propargyl>estra-3,17-dione 
• 102490-33-5 5α,10α-epoxyestra-3,17-dione bis(ethylene ketal) 
• 116168-68-4 10β-bromo-5α-hydroxyestra-3,17-dione bis(ethylene ketal) 
• 2220-74-8 estr-5⁽¹⁰⁾-ene-3,17-dione bis(ethylene ketal) 
• 126489-75-6 19-ethynyl-3beta,17beta-androst-5-ene diol 
• 117626-55-8 5α-hydroxy-10β-<3-(trimethylsilyl)propargyl>estra-3,17-dione bis(ethylene ketal) 
• 82937-82-4 C₃₁H₄₇ClO₄ 
• 82977-82-0 19-formyl-5-androstene-3β,17β-diol bis(tetrahydropyranyl ether) 
• 82937-83-5 10β-propargyl-5-estrene-3β,17β-diol bis(tetrahydropyranyl ether) 
• 82937-81-3 10β-methoxyvinyl-5-estrene-3β,17β-diol diacetate 
• 82977-80-8 19-formyl-5-androstene-3β,17β-diol diacetate 
• 82977-81-9 19-formyl-3beta,17beta-androst-5-ene diol 
• 3962-66-1 estra-5⁽¹⁰⁾-en-3,17-dione 

Relevant articles and documents

Synthesis and evaluation of 10β-substituted 4-estrene-3,17-diones as inhibitors of human placental microsomal aromatase

This paper describes the synthesis of a series of new 10β-substituted 4-estrene-3,17-dione analogs. These compounds, together with a number of known analogs, have been evaluated as reversible or irreversible inhibitors of human placental microsomal aromatase. The best reversible inhibitor is the 10β-vinyl compound. The only compounds causing irreversible inhibition of aromatase are the 10β-propargyl compound and the 10β-difluoromethyl compound.

Process for the preparation of 10(2-propynyl)estr-4-ene-3,17-dione

This invention relates to a process for the preparation of 10-(2-propynyl)-estr-4-ene-3,17-dione, whereby this compound is synthesized utilizing ketals prepared from the addition of 2,2-dimethyl-1,3-propanediol to the starting compound, 19-norandrost-5(10)-ene-3,17-dione (NAD). A new process for the addition of the propynyl group to steroid epoxides by means of higher order cuprates is also described herein.

10-Alkynyl steroids

Aromatase inhibitors are provided having the formula STR1 wherein represents a single or double bond; R is hydrogen or C1-4 alkyl; R1 is methyl or ethyl; R2 is (H) (OR8) or =O; R3 is H or C1-3 alkyl; R4 is H or OR8 ; R5 is H, C1-3 alkyl or, when the 5,6-bond is saturated, R5 is divalent =O; R6 and R7 are each H or C1-3 alkyl; and R8 is H or C2-4 alkanoyl. Intermediates useful in preparing the foregoing aromatase inhibitors, and methods of using the aromatase inhibitors of the invention are also provided.