Dehydronandrolone Acetate
- CAS NO.：2590-41-2
- Empirical Formula: C20H26O3
- Molecular Weight: 314.42
- MDL number: MFCD00271529
- EINECS: 643-000-1
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-05-18 08:51:57
What is Dehydronandrolone Acetate?
Description
Dehydronandrolone acetate is a critical precursor in the synthesis of C7-functionalized steroidal drugs such as the new anti-breast cancer drug Fulvestrant, the treatment of menopause and postmenopausal syndrome drug Tibolone, as well as the highly effective protein anabolic hormone Mibolone. Nandrolone as starting material was first subjected to simultaneous acylation with acetic anhydride and acetyl chloride to form the intermediate, which was then brominated with N-bromosuccinimide (NBS) under basic conditions to eliminate one molecule of HBr to produce Dehydronandrolone acetate (73% yield)[1].
Chemical properties
Pale Yellow Solid
The Uses of Dehydronandrolone Acetate
Tibolone intermediate.
References
[1] Zili Zhang and Aitao Li*. “A Designed Chemoenzymatic Route for Efficient Synthesis of 6-Dehydronandrolone Acetate: A Key Precursor in the Synthesis of C7-Functionalized Steroidal Drugs.” ACS Catalysis 13 19 (2023): 13111–13116.
Properties of Dehydronandrolone Acetate
| Melting point: | 95-98?C |
| Boiling point: | 457.4±45.0 °C(Predicted) |
| Density | 1.15±0.1 g/cm3(Predicted) |
| storage temp. | Controlled Substance, -20°C Freezer |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Solid |
| color | Off-White to Pale Yellow |
| InChI | InChI=1/C20H26O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h3,5,11,15-19H,4,6-10H2,1-2H3/t15-,16+,17+,18-,19-,20-/s3 |
| CAS DataBase Reference | 2590-41-2(CAS DataBase Reference) |
Safety information for Dehydronandrolone Acetate
| Signal word | Warning |
| Pictogram(s) |
 Health Hazard GHS08 |
| GHS Hazard Statements |
H361:Reproductive toxicity |
| Precautionary Statement Codes |
P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P280:Wear protective gloves/protective clothing/eye protection/face protection. P308+P313:IF exposed or concerned: Get medical advice/attention. P405:Store locked up. |
Computed Descriptors for Dehydronandrolone Acetate
| InChIKey | OGUASZAAVFYYIL-SBVYDUMINA-N |
| SMILES | [C@@]12([H])CC[C@H](OC(=O)C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3C=C[C@@]21[H] |&1:0,4,9,13,15,25,r| |
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