Title: Laurocapram
CAS Registry Number: 59227-89-3
CAS Name: 1-Dodecylhexahydro-2H-azepin-2-one
Additional Names: 1-dodecylazacycloheptan-2-one; N-dodecyl-e-caprolactam
Manufacturers' Codes: N-0252
Trademarks: Azone (Nelson)
Molecular Formula: C18H35NO
Molecular Weight: 281.48
Percent Composition: C 76.81%, H 12.53%, N 4.98%, O 5.68%
Literature References: Caprolactam derivative used to enhance percutaneous absorption of physiologically active agents. Also exhibits intrinsic anti-inflammatory activity. Prepn: A. P. Swain et al., J. Org. Chem. 18, 1087 (1953). Improved synthesis: V. J. Rajadhyaksha et al., EP 95096; eidem, US 4422970 (both 1983 to Nelson). Use as skin penetrant: V. J. Rajadhyaksha, US 3989816; US 4405616 (1976, 1983 to Nelson). Anti-inflammatory activity: E. L. Nelson, US 4310525 (1982 to Nelson). Pharmacology: R. B. Stoughton, Arch. Dermatol. 118, 474 (1982). Comprehensive description: idem, Drug Dev. Ind. Pharm. 9, 725 (1983). Topical antiviral activity in vivo: M. F. Leonard et al., Chemotherapy (Basel) 33, 151 (1987).
Properties: Clear, colorless liquid, mp -7°. bp50m 160°. d 0.91; n 1.4701. Insol in water. Freely sol in most organic solvents. LD50 rats, mice (g/kg): 8 i.v., i.p. (Stoughton).
Melting point: mp -7°
Boiling point: bp50m 160°
Index of refraction: n 1.4701
Density: d 0.91
Toxicity data: LD50 rats, mice (g/kg): 8 i.v., i.p. (Stoughton)
Use: Pharmaceutic aid (excipient).

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