Norbolethone
Title: Norbolethone
CAS Registry Number: 1235-15-0
CAS Name: (17a)-(±)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-3-one
Additional Names: dl-13b,17a-diethyl-17b-hydroxygon-4-en-3-one
Manufacturers' Codes: Wy-3475
Molecular Formula: C21H32O2
Molecular Weight: 316.48
Percent Composition: C 79.70%, H 10.19%, O 10.11%
Literature References: 19-nor anabolic steroid. Prepn of dl-, d-, and l-forms: Smith et al., J. Chem. Soc. 1964, 4472. Biological activities of dl-, d-, and l-forms: Edgren et al., Steroids 2, 731 (1963). Toxicity study: E. I Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971). GC/MS determn in athletes' urine: D. H. Catlin et al., Rapid Commun. Mass Spectrom. 16, 1273 (2002).
Properties: Crystals from alcohol, mp 144-145°. uv max: 241 nm (e 16500). LD50 orally in mice: >5010 mg/kg (Goldenthal).
Melting point: mp 144-145°
Absorption maximum: uv max: 241 nm (e 16500)
Toxicity data: LD50 orally in mice: >5010 mg/kg (Goldenthal)
 
Derivative Type: d-Form
CAS Registry Number: 28439-19-2
Properties: Crystals from acetone + hexane, mp 175-176°. [a]D +20.7° (in chloroform).
Melting point: mp 175-176°
Optical Rotation: [a]D +20.7° (in chloroform)
 
Derivative Type: l-Form
Properties: Crystals from acetone + hexane, mp 172-175.5°. [a]D -18.1° (in chloroform).
Melting point: mp 172-175.5°
Optical Rotation: [a]D -18.1° (in chloroform)
 
NOTE: This is a controlled substance (anabolic steroid): 21 CFR, 1308.13, as defined in 1300.01.

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