3-Oxo-4-aza-5-alpha-androstane-17-beta-carboxylic acid, CAS No. 103335-55-3

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103335-55-3

Catalog No. EBD45056

CAS 103335-55-3

Name 3-Oxo-4-aza-5-alpha-androstane-17-beta-carboxylic acid

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Basic Information

Synonyms: 3-Oxo-4-aza-5-alpha-androstane-17-beta-carboxylicacid 4-Aza-5Α-Androstan-3-One-17Β-CarboxylicAcid (2R,3R,4Bs,6As,7S,9As,9Bs)-4A,6A-Dimethyl-2-Oxo-Hexadecahydro-Indeno[5,4-F]Quinoline-7-CarboxylicAcid 4-Aza-5A-Androstan-3-One-17Carboxylicacid 3-Oxo-4-Aza-5-Alpha-Androstane-17-Beta-CarbocylicAcid 4-Aza-5A-Androstan-3-One-17B-CarboxylicAcid 4-Aza-5-Androsten-3-One-17Beta-Carboxylicacid 4-Aza-5-Androsten-3-One-17-Beta-CarboxylicAcid Delta-5AzaAcid 3-Oxo-4-Azaandrost-5-Een-17-Beta-Carbonzuur (4aR,4bS,6aS,7S,9aS,9bS)-4a,6a-Dimethyl-2-Oxo-2,3,4,4a,4b,5,6,6a,7,8,9,9a,9b,10-tetradecahydro-1H-indeno[5,4-f]quinoline-7-Carboxylicacid (4aR,4bS,6aS,7S,9aS,9bS,11aR)-4a,6a-Dimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-Carboxylicacid 4-aza-5-androsten-3-oxo-17β-carboxylicacid 4-aza-5α-androstan-3-oxo-17β-carboxylicacid (2R,3R,4Bs,6As,7S,9As,9Bs)-4A

Molecular Formula: C19H29NO3

Molecular Weight: 319.44

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

Product Description:

3-Keto-4-aza-5a-androstane-17b-carboxylic acid is a steroidal compound featuring a modified androstane skeleton. The key structural modifications include the introduction of a nitrogen atom at the 4-position (forming an aza group), a ketone at the 3-position, and a carboxylic acid at the 17β position. This specific arrangement of functional groups makes it a crucial advanced intermediate in synthetic organic chemistry. This compound is primarily used in the pharmaceutical synthesis of finasteride and dutasteride. These are well-known 5α-reductase inhibitors used to treat conditions such as benign prostatic hyperplasia (BPH) and androgenetic alopecia (male pattern hair loss). The 4-aza-3-keto steroidal core is essential for the biological activity of these drugs, as it competitively inhibits the enzyme responsible for converting testosterone to dihydrotestosterone (DHT). As a high-value pharmaceutical intermediate, its production and handling require controlled conditions. It is typically supplied as a white to off-white powder for use in further chemical transformations under Good Manufacturing Practice (GMP) standards.

Physical Properties

Boiling Point: 518.189 °C at 760 mmHg

Flash Point: 267.191 °C

Density: 1.145 g/cm3