Structure via PubChem · Public domain (PubChem)
phenindamine
Sign in to saveAlso known as Nolahist, Phenindiamine, Thephorin, Fenindamina, Phenindaminum
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
In the Vinony graph
Within Vinony's link graph, phenindamine is referenced by 657 other articles, and connects out to atropine, histamine antagonist and muscarinic acetylcholine receptor family.
It is catalogued under topics including Abandoned drugs, Drugboxes which contain changes to verified fields and Drugboxes which contain changes to watched fields.
Its subject is documented across 7 Wikipedia language editions.
Chemical data
- Formula
- C19H19N
- Molecular weight
- 261.4 g/mol
- IUPAC name
- 2-methyl-9-phenyl-1,3,4,9-tetrahydroindeno[2,1-c]pyridine
- SMILES
- CN1CCC2=C(C1)C(C3=CC=CC=C23)C4=CC=CC=C4
- InChIKey
- ISFHAYSTHMVOJR-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 3.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- allergic disease
via ChEMBL · EBI
Research
70 papers- Phenindamine.2006
- The effects of phenindamine tartrate on sleepiness and psychomotor performance.The Journal of allergy and clinical immunology · 1992
- Determination of isophenindamine in phenindamine tartrate using an argentated high-performance liquid chromatographic mobile phase.Journal of pharmaceutical sciences · 1980
- Characterization of antihistamine-human serum protein interactions by capillary electrophoresis.Journal of chromatography. A · 2007
- Performance enhancement effects of d-amphetamine, methylphenidate, pipradrol and phenindamine in rats.Psychopharmacologia · 1976
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 261.15175
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₉H₁₉N
- Commons category
- Phenindamine
- medical condition treated
- urticaria
- canonical SMILES
- CN1CCC2=C(C1)C(C3=CC=CC=C23)C4=CC=CC=C4
- subject has role
- H1 antagonist
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
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.
Excerpted from Wikipedia’s “phenindamine” article, available under the CC BY-SA 4.0 licence.