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315-37-7

Basic Information
CAS No.: 315-37-7
Name: Androst-4-en-3-one,17-[(1-oxoheptyl)oxy]-, (17b)-
Molecular Structure:
Molecular Structure of 315-37-7 (Androst-4-en-3-one,17-[(1-oxoheptyl)oxy]-, (17b)-)
Formula: C26H40O3
Molecular Weight: 400.66
Synonyms: Testosterone,heptanoate (6CI,8CI);Heptanoic acid, ester with testosterone (6CI);17b-Enanthoxyandrost-4-en-3-one;17b-Hydroxyandrost-4-en-3-one enanthate;4-Androsten-3-one17b-enanthate;Andro LA 200;Androtardyl;Delatestryl;Everone;NSC 17591;Primoteston-Depot;Reposo TMD;Testenate;Testinon;Testo-Enant;Testosterone 17-enanthate;Testosterone heptylate;Testosterone oenanthate;
EINECS: 206-253-5
Density: 1.06 g/cm3
Melting Point: 34-39 °C
Boiling Point: 503.9 °C at 760 mmHg
Flash Point: 214.2 °C
Solubility:
Appearance: White crystalline powder
Hazard Symbols: ToxicT
Risk Codes: 45-63
Safety: 53-22-36/37/39-45
Transport Information:
PSA: 43.37000
LogP: 6.40050
Synthetic route
111-14-8

oenanthic acid

17β-hydroxy-3-methoxyandrosta-3,5-diene

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Stage #1: oenanthic acid; 17β-hydroxy-3-methoxyandrosta-3,5-diene With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 40℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water
97.18%
111-14-8

oenanthic acid

26614-48-2

17β-hydroxy-3-ethoxyandrosta-3,5-diene

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Stage #1: oenanthic acid; 17β-hydroxy-3-ethoxyandrosta-3,5-diene With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 1,2-dichloro-ethane at 20℃; Inert atmosphere;
Stage #2: With sulfuric acid In water
96.3%
111-14-8

oenanthic acid

975-57-5

3,3-(ethylenedioxy)-5-androsten-17β-ol

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Stage #1: oenanthic acid; 3,3-(ethylenedioxy)-5-androsten-17β-ol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 1,2-dichloro-ethane at 20℃; Inert atmosphere;
Stage #2: With sulfuric acid In water
95.76%
111-14-8

oenanthic acid

58-22-0

testosterone

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Stage #1: oenanthic acid; testosterone With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 1,2-dichloro-ethane at 20℃; Inert atmosphere;
Stage #2: With sulfuric acid In water
89.6%
58-22-0

testosterone

2528-61-2

Heptanoic acid chloride

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
With pyridine Ambient temperature;57%
With dmap; triethylamine In dichloromethane at 20℃;11.9 g
972-46-3

3-ethoxyandrosta-3,5-dien-17-one

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium borohydride; pyridine / ethanol / 60 °C
2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: potassium borohydride; pyridine / ethanol / 60 °C
2: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C
3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: potassium borohydride; pyridine / ethanol / 60 °C
2: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C
3: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere
4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
26614-48-2

17β-hydroxy-3-ethoxyandrosta-3,5-diene

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C
2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C
2: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere
3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
58-22-0

testosterone

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine hydrochloride / ethanol / 40 °C / Inert atmosphere
2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
63-05-8

Androstenedione

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridinium p-toluenesulfonate / methanol / 20 °C / Inert atmosphere
2: pyridine; sodium tetrahydroborate / methanol / 40 °C
3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 40 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: pyridinium p-toluenesulfonate / ethanol / 40 °C / Inert atmosphere
2: potassium borohydride; pyridine / ethanol / 60 °C
3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: pyridinium p-toluenesulfonate / ethanol / 40 °C / Inert atmosphere
2: potassium borohydride; pyridine / ethanol / 60 °C
3: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C
4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: pyridinium p-toluenesulfonate / ethanol / 40 °C / Inert atmosphere
2: potassium borohydride; pyridine / ethanol / 60 °C
3: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C
4: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere
5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,2-dichloro-ethane / 20 °C / Inert atmosphere
View Scheme
57144-06-6

3-methoxyandrosta-3,5-dien-17-one

315-37-7

testosterone heptanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; sodium tetrahydroborate / methanol / 40 °C
2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 40 °C / Inert atmosphere
View Scheme
315-37-7

testosterone heptanoate

A

58-22-0

testosterone

B

63-05-8

Androstenedione

Conditions
ConditionsYield
With Fusarium fujikuroi PTCC 5144 In ethanol; water at 26℃; for 312h; Reagent/catalyst; Microbiological reaction;A 20%
B 17%
C 59%
315-37-7

testosterone heptanoate

A

58-22-0

testosterone

C

4075-20-1

14alpha-Hydroxytestosterone

Conditions
ConditionsYield
With Acremonium chrysogenu PTCC 5271 In ethanol; water at 26℃; for 72h; Reagent/catalyst; Microbiological reaction;A 12%
B 29%
C 53%
356-42-3

2,2,3,3,3-pentafluoropropanoic anhydride

315-37-7

testosterone heptanoate

Heptanoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-(2,2,3,3,3-pentafluoro-propionyloxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
at 70℃; for 0.25h;
24589-78-4

N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide

315-37-7

testosterone heptanoate

Heptanoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-trimethylsilanyloxy-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With ammonium iodide; 1,4-dithio-erythritol at 60℃; for 0.25h;
315-37-7

testosterone heptanoate

407-25-0

trifluoroacetic anhydride

Heptanoic acid (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-(2,2,2-trifluoro-acetoxy)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
at 70℃; for 0.25h;
315-37-7

testosterone heptanoate

336-59-4

heptafluorobutyric anhydride

Heptanoic acid (8R,9S,10R,13S,14S,17S)-3-(2,2,3,3,4,4,4-heptafluoro-butyryloxy)-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
at 70℃; for 0.25h;
315-37-7

testosterone heptanoate

Heptanoic acid (8R,9S,10S,13S,14S,17S)-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In acetic acid for 1h; Ambient temperature;
315-37-7

testosterone heptanoate

33776-88-4

3-oxo-5α-androstan-17β-yl heptanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / PtO2 / acetic acid / 1 h / Ambient temperature
2: Jones reagent / acetone / 0.08 h
View Scheme
315-37-7

testosterone heptanoate

3-oxo-5β-androstan-17β-yl heptanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / PtO2 / acetic acid / 1 h / Ambient temperature
2: Jones reagent / acetone / 0.08 h
View Scheme
315-37-7

testosterone heptanoate

58-22-0

testosterone

Conditions
ConditionsYield
With Candida antarctica Lipase A In aq. phosphate buffer at 20℃; for 20h; pH=8; Reagent/catalyst; Enzymatic reaction;
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Chemistry

Empirical Formula: C26H40O3
Molecular Weight: 400.594
Nominal Mass: 400 Da
Average Mass: 400.594 Da
Monoisotopic Mass: 400.297745 Da 
Index of Refraction: 1.528
Molar Refractivity: 115.85 cm3
Molar Volume: 375.8 cm3
Surface Tension: 41.2 dyne/cm
Density: 1.06 g/cm3
Flash Point: 214.2 °C
Enthalpy of Vaporization: 77.33 kJ/mol
Boiling Point: 503.9 °C at 760 mmHg
Vapour Pressure: 2.79E-10 mmHg at 25 °C
Melting point: 34-39 °C
Storage tempreture: 2-8 °C
Sensitive: White crystalline powder
Appearance: Colorless crystalline powder
Structure of Testosterone heptanoate (CAS NO.315-37-7):
                       
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] heptanoate
Canonical SMILES: CCCCCCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
Isomeric SMILES: CCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
InChI: InChI=1S/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-21-20-10-9-18-17-19(27)13-15-25(18,2)22(20)14-16-26(21,23)3/h17,20-23H,4-16H2,1-3H3/t20-,21-,22-,23-,25-,26-/m0/s1
InChIKey: VOCBWIIFXDYGNZ-IXKNJLPQSA-N
Product Category of Testosterone heptanoate (CAS NO.315-37-7): Steroids

Uses

 Testosterone heptanoate (CAS NO.315-37-7) can be used for clinical hypothyroidism for the men, aplastic anemia, etc..

Toxicity Data With Reference

1.    

ims-rbt TDLo:409 mg/kg/2Y-I:ETA,TER

    CNREA8    Cancer Research. 26 (1966),474.
2.    

ims-man TDLo:7519 mg/kg/5W-I:PUL

    NEJMAG    New England Journal of Medicine. 308 (1983),508.
3.    

ipr-rat LD50:2000 mg/kg

    DRUGAY    Drugs. International Journal of Current Therapeutics and Applied Pharmacology Reviews. 6 (1982),486.
4.    

ipr-mus LD50:4 mg/kg CLDND*

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Poison by intraperitoneal route. Human systemic effects by ingestion: dyspnea. Human reproductive effects by ingestion, intramuscular, and parenteral routes: changes in spermatogenesis and paternal effects to testes, epididymis, and sperm duct. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic and teratogenic data. When heated to decomposition it emits acrid smoke and irritating fumes. A drug used to treat hypogonadism and metastatic breast cancer. See also TESTOSTERONE.
Hazard Codes: ToxicT
Risk Statements: 45-63
 R45:May cause cancer. 
R63:Possible risk of harm to the unborn child.
Safety Statements: 53-22-36/37/39-45 
S22:Do not breathe dust. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S53:Avoid exposure - obtain special instructions before use.

Specification

 Testosterone heptanoate , its cas register number is 315-37-7. It also can be called Testosterone enanthate ; 17-((1-Oxoheptyl)oxy)androst-4-en-3-one ; and 17b-Hydroxyandrost-4-en-3-one-17-ethanate .

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