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Conditions | Yield |
---|---|
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% |
oenanthic acid
17β-hydroxy-3-ethoxyandrosta-3,5-diene
testosterone heptanoate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With pyridine Ambient temperature; | 57% |
With dmap; triethylamine In dichloromethane at 20℃; | 11.9 g |
Conditions | Yield |
---|---|
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 |
17β-hydroxy-3-ethoxyandrosta-3,5-diene
testosterone heptanoate
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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 |
3-methoxyandrosta-3,5-dien-17-one
testosterone heptanoate
Conditions | Yield |
---|---|
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 |
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
Testosterone heptanoate (CAS NO.315-37-7) can be used for clinical hypothyroidism for the men, aplastic anemia, etc..
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* |
EPA Genetic Toxicology Program.
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: T
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.
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 .