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4642-95-9

Basic Information
CAS No.: 4642-95-9
Name: Trendione
Article Data: 8
Cas Database
Molecular Structure:
Molecular Structure of 4642-95-9 (Trendione)
Formula: C18H20O2
Molecular Weight: 268.356
Synonyms: (8S,13R,14S)-13-Methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione;Estra-4,9,11-triene-3,17-dione;
EINECS: N/A
Density: 1.193 g/cm3
Melting Point: 140℃
Boiling Point: 489.403 °C at 760 mmHg
Flash Point: 181.316 °C
Solubility: N/A
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: N/A
Safety:
Transport Information: N/A
PSA: 34.14000
LogP: 3.53750
Synthetic route
78-39-7

Triethyl orthoacetate

11β-hydroxyestr-4,10-diene-3,17-dione

A

1089-80-1

3-hydroxy-estra-1,3,5(10),9(11)-tetraen-17-one

B

4642-95-9

Trendione

C

135215-65-5

ethyl 3,17-dioxoandrosta-4(5),9(11)-diene-19-carboxylate

Conditions
ConditionsYield
In propionic acid at 137℃; for 4h;A 2%
B 2%
C 81%
10161-33-8

trenbolone

4642-95-9

Trendione

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h;76%
With oxalyl dichloride; dimethyl sulfoxide; triethylamine Swern oxidation;

11β-hydroxyestr-4,10-diene-3,17-dione

A

1089-80-1

3-hydroxy-estra-1,3,5(10),9(11)-tetraen-17-one

B

4642-95-9

Trendione

C

160346-86-1

11β-mercapto estra-4,9-diene-3,17-dione

Conditions
ConditionsYield
With perchloric acid; hydrogen sulfide In dichloromethane at 0℃; for 0.25h;

ethyl acetate n-hexane

107-21-1

ethylene glycol

122-51-0

orthoformic acid triethyl ester

4642-95-9

Trendione

A

3-ethylenedioxy-13β-methyl-gona-4,9,11-triene-17-one

3-ethylenedioxy-13β-methyl-gona-4,9,11-triene-17-one

B

17α-chloromethyl-17β-hydroxy-13β-methyl-gona-4,9,11-triene-3-one

Conditions
ConditionsYield
With triethylamine; toluene-4-sulfonic acid In tetrahydrofuran; nitrogen; ethyl acetateA n/a
B 69%
4642-95-9

Trendione

1730-25-2

allylmagnesium bromide

850-52-2

Altrenogest

Conditions
ConditionsYield
Stage #1: Trendione With hydrogenchloride In ethylene glycol at 10 - 60℃; for 10h; Autoclave;
Stage #2: allylmagnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 6h; Temperature; Solvent; Autoclave;
65%
2622-05-1

allylmagnesium bromide

4642-95-9

Trendione

850-52-2

Altrenogest

Conditions
ConditionsYield
Stage #1: Trendione With hydrogenchloride In ethylene glycol at 25 - 60℃; for 10h; Autoclave;
Stage #2: allylmagnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 5h; Autoclave;
60%
4642-95-9

Trendione

946848-69-7

C20H26O5

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In tetrahydrofuran; water; tert-butyl alcohol55%
107-21-1

ethylene glycol

4642-95-9

Trendione

15343-98-3

C20H24O3

Conditions
ConditionsYield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester
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    Name: Trendione Synonyms:trendione;Estra-4,9,11-triene-3,17-dione;Estra-4,9,11-triene-3,17-dionea(Trenavar);Trenavar;TrendioneTrenavar;(8S,13S,14S)-13-methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione;Trenavar/Trendione CAS

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  • Estra-4,9,11-triene-3,17-dionea(Trenavar)

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    Trenavar Product Name Trenavar Powder CAS Registry Number 4642-95-9 Molecular Formula C18H20O2 Molecular Weight 268.3502 Purity 99% Grade Pharmaceutical Grade Appearance White crystalline powder Appearance:White powder Storage:Placed

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Specification

The Trendione, with the CAS registry number 4642-95-9, is also known as (8S,13R,14S)-13-Methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione. This chemical's molecular formula is C18H20O2 and molecular weight is 268.35. What's more, its systematic name is Estra-4,9,11-triene-3,17-dione. 

Physical properties of Trendione are: (1)ACD/LogP: 2.378; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.38; (4)ACD/LogD (pH 7.4): 2.38; (5)ACD/BCF (pH 5.5): 37.76; (6)ACD/BCF (pH 7.4): 37.76; (7)ACD/KOC (pH 5.5): 468.21; (8)ACD/KOC (pH 7.4): 468.21; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å2; (13)Index of Refraction: 1.595; (14)Molar Refractivity: 76.465 cm3; (15)Molar Volume: 224.986 cm3; (16)Polarizability: 30.313×10-24cm3; (17)Surface Tension: 46.42 dyne/cm; (18)Density: 1.193 g/cm3; (19)Flash Point: 181.316 °C; (20)Enthalpy of Vaporization: 75.571 kJ/mol; (21)Boiling Point: 489.403 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of Trendione: this chemical can be prepared by 1,1,1-triethoxy-ethane and 11b-hydroxyestr-4,10-diene-3,17-dione at the temperature of 137 °C. This reaction will need solvent propionic acid with the reaction time of 4 hours. The yield is about 81%.

Trendione can be prepared by 1,1,1-triethoxy-ethane and 11b-hydroxyestr-4,10-diene-3,17-dione at the temperature of 137 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C4\C=C3/C(=C2/C=C\[C@@]1(C(=O)CC[C@H]1[C@@H]2CC3)C)CC4
(2)Std. InChI: InChI=1S/C18H20O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h8-10,15-16H,2-7H2,1H3/t15-,16+,18+/m1/s1
(3)Std. InChIKey: KBSXJBBFQODDTQ-RYRKJORJSA-N