Basic information
- CAS
82-88-2- Standard SMILES
CN1CCC2=C(C1)C(c1ccccc1)c1ccccc12- InChIKey
ISFHAYSTHMVOJR-UHFFFAOYSA-N- Molecular formula
- C19H19N
- Average molar mass
- 261.4 g/mol
- Monoisotopic mass
- 261.15174961
Overview
Phenindamine is an indene.
Names & identifiers
- Preferred name
- Phenindamine
- IUPAC
- 2-methyl-9-phenyl-1,3,4,9-tetrahydroindeno[2,1-c]pyridine
- English name
- phenindamine
- Molecular formula
- C19H19N
- Molecular weight
- 261.36
Names & synonyms
PhenindamineThephorin82-88-2FenindaminaPhenindaminum772BQ8KSSTNU-15042,3,4,9-Tetrahydro-2-methyl-9-phenyl-1H-indeno(2,1-c)pyridine1H-Indeno(2,1-c)pyridine, 2,3,4,9-tetrahydro-2-methyl-9-phenyl-DTXSID00234521H-Indeno[2,1-c]pyridine, 2,3,4,9-tetrahydro-2-methyl-9-phenyl-2,3,4,9-Tetrahydro-2-methyl-9-phenyl-1H-indeno[2,1-c]pyridine
Show more names
phenindamine USP/EP/BPPhenindamine Hydrogen Tartrate2-methyl-9-phenyl-1,3,4,9-tetrahydroindeno[2,1-c]pyridine1H-Indeno2,1-cpyridine, 2,3,4,9-tetrahydro-2-methyl-9-phenyl-
2-METHYL-9-PHENYL-1H,2H,3H,4H,9H-INDENO[2,1-C]PYRIDINE2-methyl-9-phenyl-1H,2H,3H,4H,9H-indeno(2,1-c)pyridineRefChem:172693DTXCID403452R06AX042,3,4,9-tetrahydro-2-methyl-9-phenyl-lH-indeno-(2,1-c)pyridine201-443-4Fenindamina [INN-Spanish]
Database identifiers
- CAS
82-88-2
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 3.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 391
Experimental & physicochemical properties
Solubility2.77e-02 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antihistamines
Pharmaceuticals
Melting Point91 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 90 · 90-91°
- Density
- 1.17 · 1.17
- pka
- 8.11 · pKa 8.11±0.08(H2O,t undefined,I=0.30(NaCl)) (Uncertain)
- FDA UNII
- 772 BQ8KSST · 772BQ8KSST
- ATC code
- 6 AX04 · R06AX04
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information1H-Indeno2,1-cpyridine, 2,3,4,9-tetrahydro-2-methyl-9-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Toxicology
Toxicity Summary
Antihistamines such as phenindamine appear to compete with histamine for histamine H1- receptor sites on effector cells. The antihistamines antagonize those pharmacological effects of histamine which are mediated through activation of H1- receptor sites and thereby reduce the intensity of allergic reactions and tissue injury response involving histamine release.
Signs and SymptomsSymptoms of a phenindamine overdose include extreme sleepiness, confusion, weakness, ringing in the ears, blurred vision, large pupils, dry mouth, flushing, fever, shaking, insomnia, hallucinations, and possibly seizures.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system
QR - Respiratory system
Pharmacodynamics
Phenindamine is an antihistamine. Phenindamine blocks the effects of the naturally occurring chemical histamine in your body. Allergies are caused by an excessive type 1 hypersensitivity response of the body to allergens, mediated by inappropriate histamine signalling. By inhibiting the binding of histamine, antihistamines decrease the normal histamine response from cells, consequently decreasing allergic symptoms.
Mechanism of Action
Antihistamines such as phenindamine appear to compete with histamine for histamine H1- receptor sites on effector cells. The antihistamines antagonize those pharmacological effects of histamine which are mediated through activation of H1- receptor sites and thereby reduce the intensity of allergic reactions and tissue injury response involving histamine release.
MeSH Pharmacological Classification
Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.
Cellular LocationsMembrane
Metabolite PathwaysPhenindamine H1-Antihistamine Action
Uses & manufacturing
UsesUsed to treat sneezing, runny nose, itching, watery eyes, hives, rashes, itching, and other symptoms of allergies and the common cold.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…