Misplaced Pages

Phenindamine

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	R06AX04 (WHO)
Legal status
Legal status	US: OTC
Identifiers
IUPAC name 2-methyl-9-phenyl-2,3,4,9-tetrahydro-1H-indenopyridine
CAS Number	82-88-2
PubChem CID	11291
DrugBank	DB01619
ChemSpider	10817
UNII	772BQ8KSST
KEGG	D08353
ChEMBL	ChEMBL278398
CompTox Dashboard (EPA)	DTXSID0023452
ECHA InfoCard	100.001.313
Chemical and physical data
Formula	C19H19N
Molar mass	261.368 g·mol
3D model (JSmol)	Interactive image
SMILES CN(C1)CCC2=C1C(C3=C2C=CC=C3)C4=CC=CC=C4
InChI InChI=1S/C19H19N/c1-20-12-11-16-15-9-5-6-10-17(15)19(18(16)13-20)14-7-3-2-4-8-14/h2-10,19H,11-13H2,1H3 Key:ISFHAYSTHMVOJR-UHFFFAOYSA-N
(what is this?)  (verify)

Phenindamine (Nolahist, Thephorin) is an antihistamine and anticholinergic closely related to cyproheptadine. It was developed by Hoffman-La Roche in the late 1940s. It is used to treat symptoms of the common cold and allergies, such as sneezing, itching, rashes, and hives. Its efficacy against some symptoms of opioid withdrawal was researched in the 1950s and 1960s in a number of countries; William S. Burroughs' book Junkie mentions this technique. Like many other first-generation antihistamines, phenindamine has useful potentiating effects on many narcotic analgesics and is even more useful with those opioids which release histamine when in the body.

Nolahist was originally manufactured in the US by Carnrick Laboratories, and later by Amarin Pharmaceuticals. When that company ceased its American operations, its product line was acquired by Valeant, but they declined to resume manufacturing Nolahist. The last produced lot bore an expiration date of 10/2005, and the product is no longer available.

Phenindamine does exhibit optical isomerism as do other chemicals of its general type ranging from pethidine and alphaprodine to cyproheptadine to certain herbicides and other industrial chemicals; the. In the example at hand, the compound isophenidamine (60295-96-7 MSDS), which is inactive.

See also

• Cyproheptadine

References

1. US 2546652, Plati JT , Wenner W, "Pyridindenes and process for their manufacture", assigned to F Hoffmann La Roche AG 
2. ^ Tscherne RJ, Umagat H (March 1980). "Determination of isophenindamine in phenindamine tartrate using an argentated high-performance liquid chromatographic mobile phase". Journal of Pharmaceutical Sciences. 69 (3): 342–4. doi:10.1002/jps.2600690324. PMID 7381716.

This drug article relating to the respiratory system is a stub. You can help Misplaced Pages by expanding it.

• v
• t
• e

• Abandoned drugs
• H1 receptor antagonists
• Muscarinic antagonists
• Respiratory system drug stubs