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4642-95-9

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4642-95-9 Usage

Uses

trendione is a prohormone to trenbolone, a steroid growth promotor administered to beef cattle and reportedly abused by athletes. Estra-4,9,11-triene-3,17-dione is classified as a Schedule III controlled substance in the United States. This compound is intended for forensic and research purposes only.[Cayman Chemical]

Check Digit Verification of cas no

The CAS Registry Mumber 4642-95-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,6,4 and 2 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4642-95:
(6*4)+(5*6)+(4*4)+(3*2)+(2*9)+(1*5)=99
99 % 10 = 9
So 4642-95-9 is a valid CAS Registry Number.
InChI:InChI=1/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

4642-95-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (8S,13S,14S)-13-methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthrene-3,17-dione

1.2 Other means of identification

Product number -
Other names 17-ketotrenbolone

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:4642-95-9 SDS

4642-95-9Synthetic route

Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

11β-hydroxyestr-4,10-diene-3,17-dione

11β-hydroxyestr-4,10-diene-3,17-dione

A

3-hydroxy-estra-1,3,5(10),9(11)-tetraen-17-one
1089-80-1

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

B

Trendione
4642-95-9

Trendione

C

ethyl 3,17-dioxoandrosta-4(5),9(11)-diene-19-carboxylate
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%
trenbolone
10161-33-8

trenbolone

Trendione
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

11β-hydroxyestr-4,10-diene-3,17-dione

A

3-hydroxy-estra-1,3,5(10),9(11)-tetraen-17-one
1089-80-1

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

B

Trendione
4642-95-9

Trendione

C

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

ethyl acetate n-hexane

ethylene glycol
107-21-1

ethylene glycol

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

Trendione
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

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%
Trendione
4642-95-9

Trendione

allylmagnesium bromide
1730-25-2

allylmagnesium bromide

Altrenogest
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%
allylmagnesium bromide
2622-05-1

allylmagnesium bromide

Trendione
4642-95-9

Trendione

Altrenogest
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%
Trendione
4642-95-9

Trendione

C20H26O5
946848-69-7

C20H26O5

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

ethylene glycol

Trendione
4642-95-9

Trendione

C20H24O3
15343-98-3

C20H24O3

Conditions
ConditionsYield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester

4642-95-9Downstream Products

4642-95-9Relevant articles and documents

Degradation of synthetic androgens 17α- and 17β-trenbolone and trendione in agricultural soils

Khan, Bushra,Lee, Linda S.,Sassman, Stephen A.

, p. 3570 - 3574 (2008)

17β-trenbolone acetate (TBA) is a synthetic androgenic steroid hormone administered as a subcutaneous implant for growth promotion in beef cattle. TBA is converted metabolically to primarily 17α-trenbolone and trendione, and excreted in manure from implanted cattle. To predict the persistence of synthetic androgens once land-applied, aerobic degradation rates in two contrasting agricultural soil types (clay loam and a sandy soil) of both trenbolone isomers (17α and 17β) and their primary metabolite trendione were measured and isomer interconversion was assessed. The impact of manure application was also evaluated in the clay loam soil. A pseudo first-order exponential decay model was derived assuming irreversible transformation and no impact of sorption on availability for degradation. The model generally resulted in good fits to the data. Both isomers degraded to trendione in a similar manner with half-lives (t1/2) on the order of a few hours to 0.5 days at applied concentrations of ≤1 mg/kg. Similar degradation rates were observed in the presence and absence of manure applied at rates typical for land-application of cattle manure. Trenbolone degradation was concentration-dependent with degradation rates decreasing with increasing applied concentrations. Trendione, whether applied directly or produced from trenbolone, persisted longer than trenbolone with t1/2 values of 1 to 4 days. A small amount (1.5%) of conversion of trendione back to 17β-trenbolone was observed during aerobic incubation regardless of the applied concentration. A small amount of 17α-isomer also converted back to 17β-trenbolone, presumably through trendione. In autoclaved soils, no degradation of 17α- or 17β-trenbolone was observed during the first 3 days, and trendione degradation was relatively small compared to a microbially active soil.

TETRACYCLIC STEROID DERIVATIVES USEFUL AS PROGESTERONE RECEPTOR MODULATORS

-

Page/Page column 12, (2010/11/28)

The present invention is directed to tetracyclic steroid derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by a progesterone or glucocorticoid receptor.

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