Midazolam
Title: Midazolam
CAS Registry Number: 59467-70-8
CAS Name: 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine
Molecular Formula: C18H13ClFN3
Molecular Weight: 325.77
Percent Composition: C 66.36%, H 4.02%, Cl 10.88%, F 5.83%, N 12.90%
Literature References: Short-acting deriv of diazepam, q.v. Prepn: R. I. Fryer, A. Walser, DE 2540522; eidem, US 4280957 (1976, 1981 both to Hoffmann-La Roche); A. Walser et al., J. Org. Chem. 43, 936 (1978). HPLC determn in plasma: S. L. Eeckhoudt et al., J. Chromatogr. B 710, 165 (1998). Toxicity data: L. Pieri et al., Arzneim.-Forsch. 31, 2180 (1981). Series of articles on pharmacology, metabolism, pharmacokinetics, clinical experience: ibid. 2177-2288; Br. J. Clin. Pharmacol. 16, Suppl. 1, 1S-199S (1983). Review of pharmacology and therapeutic use: J. W. Dundee et al., Drugs 28, 519-543 (1984); in treatment of status epilepticus: D. F. Hanley, J. F. Kross, Clin. Ther. 20, 1093-1105 (1998). Clinical evaluation for intranasal treatment of febrile seizures in children: E. Lahat et al., Br. Med. J. 321, 83 (2000).
Properties: Colorless crystals from ether/methylene chloride/hexane, mp 158-160°. uv max (2-propanol): 220 nm (e 30000).
Melting point: mp 158-160°
Absorption maximum: uv max (2-propanol): 220 nm (e 30000)
 
Derivative Type: Maleate
CAS Registry Number: 59467-94-6
Manufacturers' Codes: Ro-21-3981/001
Trademarks: Dormicum (Roche)
Molecular Formula: C18H13ClFN3.C4H4O4
Molecular Weight: 441.84
Percent Composition: C 59.80%, H 3.88%, Cl 8.02%, F 4.30%, N 9.51%, O 14.48%
Properties: Crystals from ethanol/ether, mp 114-117° (solvated). LD50 in male mice (mg/kg): 760 orally; 86 i.v. (Pieri).
Melting point: mp 114-117° (solvated)
Toxicity data: LD50 in male mice (mg/kg): 760 orally; 86 i.v. (Pieri)
 
Derivative Type: Hydrochloride
CAS Registry Number: 59467-96-8
Manufacturers' Codes: Ro-21-3981/003
Trademarks: Hypnovel (Roche); Versed (Roche)
Molecular Formula: C18H13ClFN3.HCl
Molecular Weight: 362.23
Percent Composition: C 59.68%, H 3.90%, Cl 19.57%, F 5.24%, N 11.60%
Properties: Sol in aqueous solns.
 
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Anesthetic (intravenous); anticonvulsant; sedative, hypnotic.
Keywords: Anesthetic (Intravenous); Anticonvulsant; Sedative/Hypnotic; Benzodiazepine Derivatives.

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