17b-(tert-Butylcarbamoyl)-4-aza-5a-androsten-3-one, CAS No. 166896-74-8

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166896-74-8

Catalog No. EBD18214

CAS 166896-74-8

Name 17b-(tert-Butylcarbamoyl)-4-aza-5a-androsten-3-one

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Basic Information

Synonyms: (17beta)-N-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-5-ene-17-carboxamide 17b-(tert-Butylcarbamoyl)-4-aza-5a-androsten-3-one n-t-butyl-3-oxo-4-aza-5-androsten-17β-carboxamide 17-beta-(n-butylcarbamoyl)-4-aza-5-alpha-androsten-3-one 17β-(N-tert-Butylcarbamoyl)-4-aza-5α-androstene-3-one (4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-tert-butyl-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide

Molecular Formula: C22H34N2O2

Molecular Weight: 358.52

Categories: Medicinal Chemistry > APIs and Their Salts > Endocrine & Metabolic Drugs Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

N-tert-Butyl-3-oxo-4-aza-5α-androst-1-ene-17β-carboxamide, with CAS number 166896-74-8, is a synthetic steroidal compound. It is a derivative of 4-aza-androstane, characterized by a modified A-ring containing a 3-keto-4-aza group and a tert-butylcarboxamide substituent at the 17β position. This compound is a key intermediate in the synthesis of dutasteride, a potent 5α-reductase inhibitor. Dutasteride is a well-established active pharmaceutical ingredient (API) used for the treatment of benign prostatic hyperplasia (BPH) and male pattern hair loss (androgenetic alopecia). It functions by inhibiting both type I and type II isoforms of the 5α-reductase enzyme, thereby preventing the conversion of testosterone to dihydrotestosterone (DHT). As a critical synthetic precursor, this intermediate is of significant importance in pharmaceutical manufacturing processes. Its structural features are essential for conferring the high potency and dual inhibitory activity of the final drug substance, dutasteride.

Physical Properties

Melting Point: 289-293 °C

Boiling Point: 588.477 °C at 760 mmHg

Flash Point: 182.971 °C

Density: 1.106 g/cm3