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Home> Encyclopedia >Pharmaceutical Intermediates>Hormones and synthetic substitutes>Pharmaceutical
Testosterone phenylpropionate structure
Testosterone phenylpropionate structure

Testosterone phenylpropionate

Iupac Name:[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate
CAS No.: 1255-49-8
Molecular Weight:420.593
Modify Date.: 2022-11-06 03:44
Introduction: Used in the synthesis of organic raw materials or pharmaceutical intermediates View more+
1. Names and Identifiers
1.1 Name
Testosterone phenylpropionate
1.2 Synonyms

(17β)-17-(1-Oxo-3-phenylpropoxy)androst-4-en-3-one (17Β)-3-Oxoandrost-4-en-17-yl 3-phenylpropanoate [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate 3-Oxoandrost-4-en-17β-yl β-phenylpropionate 4-androsten-17β-ol-3-one 17-phenylpropionate 4-Androstene-17-Oxopropoxyl-3-one-17-phenylpropionate Androject Androst-4-en-3-one, 17- (1-oxo-3-phenylpropoxy)-, (17Β)- Androst-4-en-3-one, 17-(1-oxo-3-phenylpropoxy)-, (17.beta.)- Androst-4-en-3-one, 17-(1-oxo-3-phenylpropoxy)-, (17β)- Benzenepropanoic acid, (17Β)-3-oxoandrost-4-en-17-yl ester EINECS 215-014-4 Hydrocinnamic acid, ester with testosterone Hydrocinnamic acid, testosterone ester MFCD00056484 NSC 26643 Retandrol Stosterone testosteron-17-yl 3-phenylpropionate Testosterone 17B-phenylpropionate Testosterone 17-phenylpropionate TESTOSTERONE 17-PHENYLPROPIONATE--DEA*SC HEDULE III TESTOSTERONE HYDROCINNAMATE Testosterone phenpropionate testosterone phenyl propionate Testosterone phenylpropanoate Testosterone Phenylpropionate (CIII) Testosterone, hydrocinnamate TESTOSTERONE-3-PHENYLPROPIONATE Testosteronphenylpropionat

1.3 CAS No.
1255-49-8
1.4 CID
14743
1.5 EINECS(EC#)
215-014-4
1.6 Molecular Formula
C28H36O3 (isomer)
1.7 Inchi
InChI=1S/C28H36O3/c1-27-16-14-21(29)18-20(27)9-10-22-23-11-12-25(28(23,2)17-15-24(22)27)31-26(30)13-8-19-6-4-3-5-7-19/h3-7,18,22-25H,8-17H2,1-2H3/t22-,23-,24-,25-,27-,28-/m0/s1
1.8 InChkey
HHSXYDOROIURIP-FEZCWRLCSA-N
1.9 Canonical Smiles
CC12CCC3C(C1CCC2OC(=O)CCC4=CC=CC=C4)CCC5=CC(=O)CCC35C
1.10 Isomers Smiles
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCC4=CC=CC=C4)CCC5=CC(=O)CC[C@]35C
2. Properties
2.1 Density
1.13
2.1 Melting point
116.5 °C
2.1 Boiling point
546.9°Cat760mmHg
2.1 Refractive index
1.573
2.1 Flash Point
233.3°C
2.1 Precise Quality
420.26600
2.1 PSA
43.37000
2.1 logP
6.06290
2.1 Solubility
2.25mg/L(25 ºC)
2.2 Appearance
White crystalline powder
2.3 Color/Form
Powder
2.4 Water Solubility
2.25mg/L(25 ºC)
3. Use and Manufacturing
3.1 GHS Classification
Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 35 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H302 (97.14%): Harmful if swallowed [Warning Acute toxicity, oral]
H312 (97.14%): Harmful in contact with skin [Warning Acute toxicity, dermal]
H332 (97.14%): Harmful if inhaled [Warning Acute toxicity, inhalation]
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
H360 (31.43%): May damage fertility or the unborn child [Danger Reproductive toxicity]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P330, P363, P405, and P501
4. Safety and Handling
4.1 Symbol
GHS07, GHS08
4.1 Hazard Codes
Xn
4.1 Signal Word
Warning
4.1 Risk Statements
R20/21/22
4.1 Safety Statements
22-36
4.1 Hazard Declaration
H302-H312-H332-H351
4.1 RIDADR
NONH for all modes of transport
4.1 Caution Statement
P280
4.1 WGK Germany
3
4.1 RTECS
XA3105000
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Acute toxicity - Dermal, Category 4

Acute toxicity - Inhalation, Category 4

Carcinogenicity, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

H312 Harmful in contact with skin

H332 Harmful if inhaled

H351 Suspected of causing cancer

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

P321 Specific treatment (see ... on this label).

P362+P364 Take off contaminated clothing and wash it before reuse.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P308+P313 IF exposed or concerned: Get medical advice/ attention.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Description
Testosterone phenylpropionate (BAN; TPP) (brand name Testolent), or testosterone phenpropionate, also known as testosterone hydrocinnamate, is a synthetic anabolic-androgenic steroid (AAS) and an androgen ester – specifically, the C17β phenylpropionate ester of testosterone – which was formerly marketed in Romania. It was first synthesized in 1951 and was first described in the literature by 1953. The medication was an ingredient of several isolated AAS commercial products, but was never widely used. Testosterone phenylpropionate was also notably a component of Sustanon and Omnadren, as well as of Estandron Prolongatum, Lynandron Prolongatum, and Mixogen. TPP was previously available in Great Britain.
9.1 Biological Functions
Testosterone phenylpropionate is a synthetic anabolic-androgenic steroid (AAS) and an androgen ester. It was first reported in the scientific literature in 1955 and was an ingredient of several isolated AAS commercial products, but was never widely used. Testosterone phenylpropionate was also notably a component of Sustanon and Omnadren.
9.2 Chemical Synthesis
In a 100 ml reaction flask, 0.397 g (3 mmol) of cinnamaldehyde was added.0.411g (1.5mmol) Nandrolone, 0.06g (0.3mmol) [Bmim][OAc] catalyst, 10ml 1,4-dioxane, heated to 120 ° C and then reacted for 2h, after the reaction was completed, cooled to room temperature, added 30 ml of water and 20 ml of ethyl acetate were extracted, and the phases were allowed to stand. The organic phase was concentrated and crystallized to obtain the target product. The yield was 64%.
10. Computational chemical data
  • Molecular Weight: 420.593g/mol
  • Molecular Formula: C28H36O3
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 420.26644501
  • Monoisotopic Mass: 420.26644501
  • Complexity: 747
  • Rotatable Bond Count: 5
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 43.4
  • Heavy Atom Count: 31
  • Defined Atom Stereocenter Count: 6
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcfB4MAAAAAAAAAAAAAAAAAAAAYAAAAAwYMEAAAAAAGDBAAAAGgAAAAAADxSgmAIyCIAABACIAqDSCAACAAAgAAAIiAEAAMgIIDKAERCCIAAkgAAIiQeIyPCPgAAAAAAAAACAAAQAACAAAIAADAAAAA==
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