Biperiden

Title: Biperiden
CAS Registry Number: 514-65-8
CAS Name: a-Bicyclo[2.2.1]hept-5-en-2-yl-a-phenyl-1-piperidinepropanol
Additional Names: a-5-norbornen-2-yl-a-phenyl-1-piperidinepropanol; 3-piperidino-1-phenyl-1-bicycloheptenyl-1-propanol; 1-bicycloheptenyl-1-phenyl-3-piperidinopropanol; 3-piperidino-1-phenyl-(D5-bicyclo[2.2.1]hepten-2-yl)-1-propanol
Manufacturers' Codes: KL-373
Molecular Formula: C21H29NO
Molecular Weight: 311.46
Percent Composition: C 80.98%, H 9.38%, N 4.50%, O 5.14%
Literature References: Prepn: W. Klavehn, US 2789110 (1957 to Knoll). Toxicology study: C. Hanna, Toxicol. Appl. Pharmacol. 2, 379 (1960).
Properties: Crystals, mp 101°. Difficultly sol in water; slightly sol in ethanol; readily sol in methanol. LD50 in mice (mg/kg): 195 s.c., 56 i.v. (Klavehn).
Melting point: mp 101°
Toxicity data: LD50 in mice (mg/kg): 195 s.c., 56 i.v. (Klavehn)
Derivative Type: Hydrochloride
CAS Registry Number: 1235-82-1
Trademarks: Akineton (Knoll); Akinophyl (Knoll)
Molecular Formula: C21H29NO.HCl
Molecular Weight: 347.92
Percent Composition: C 72.50%, H 8.69%, N 4.03%, O 4.60%, Cl 10.19%
Properties: Fluffy white powder, mp 238°. Soly in water (mg/100 ml) at 30°: 220 (pH 3.8), 280 (pH 5.5), 290 (pH 6.7), 264 (pH 7.9), 244 (9.2-10.1). LD50 in rats, dogs (mg/kg): 750, 340 orally (Hanna).
Melting point: mp 238°
Toxicity data: LD50 in rats, dogs (mg/kg): 750, 340 orally (Hanna)
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; Antimuscarinic.
Biphenamine Bipiperidyl Mustard Birch Tar Oil, Empyreumatic Birch Tar Oil, Rectified Biricodar

Biperiden Stereoisomers.png
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Systematic (IUPAC) name
(1RS,2SR,4RS)-1-(bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-3-(piperidin- 1-yl)propan-1-ol
Clinical data
AHFS/Drugs.com monograph
MedlinePlus a699058
Pregnancy cat. B2 (AU) C (US)
Legal status -only (US)
Routes Oral, IM, IV
Pharmacokinetic data
Bioavailability 33 ± 5% (oral)
Protein binding 60%
Metabolism Hepatic hydroxylation
Half-life 18 to 24 hours
Excretion Renal
Identifiers
CAS number 514-65-8 YesY
ATC code N04AA02
PubChem CID 2381
DrugBank DB00810
ChemSpider 2289 YesY
UNII 0FRP6G56LD YesY
KEGG D00779 YesY
ChEBI CHEBI:3112 YesY
ChEMBL CHEMBL1101 YesY
Chemical data
Formula C21H29NO 
Mol. mass 311.461 g/mol
 YesY (what is this?)  (verify)

Biperiden is an antiparkinsonian agent[1] of the anticholinergic type.[2] The original brand name, which still exists and is manufactured by BASF/Knoll Pharma, is Akineton. Generics are available worldwide.