2,4-diazatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine hydrochloride

• ChemBase ID: 153984
• Molecular Formular: C16H16ClN3
• Molecular Mass: 285.77134
• Monoisotopic Mass: 285.10327521
• SMILES: c1ccc2c(c1)Cc1ccccc1N1C2CN=C1N.Cl
• Canonical SMILES: NC1=NCC2N1c1ccccc1Cc1c2cccc1.Cl
• InChI: InChI=1S/C16H15N3.ClH/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16;/h1-8,15H,9-10H2,(H2,17,18);1H
• InChIKey: VKXSGUIOOQPGAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4-diazatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine hydrochloride; 2,4-diazatetracyclo[12.4.0.0^2,^6.0^7,^1^2]octadeca-1(14),3,7(12),8,10,15,17-heptaen-3-amine hydrochloride
• IUPAC Traditional name: epinastine hydrochloride
• Synonyms: 9,13b-Dihydro-1H-dibenz[cf]imidazo[1,5-a]azepine hydrochloride; WAL-801Cl; Epinastine hydrochloride; Epinastine HCl; 9,13b-Dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepin-3-amine Hydrochloride; Alesion; Elestat; WAL 801CL; Epinastine Hydrochloride

Database IDs

• CAS Number: 108929-04-0
• MDL Number: MFCD00933434
• PubChem SID: 162248123; 24894608
• PubChem CID: 157313

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.7146667
• LogD (pH = 7.4): 1.72546
• Log P: 3.073111
• Molar Refractivity: 76.9014 cm^3
• Polarizability: 28.761738 Å^3
• Polar Surface Area: 41.62 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble38 mg/mL; Methanol; Water
• Apperance: white solid; White Solid
• Melting Point: 273-275°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer; desiccated
• RTECS: HO4360000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: HCl
• Empirical Formula (Hill Notation): C16H15N3 · HCl

DETAILS

Sigma Aldrich - E5156

Biochem/physiol Actions
Epinastine hydrochloride is a non-sedating H1 histamine receptor antagonist.

Toronto Research Chemicals - E588560

A tetracyclic, non-sedating histamine H1 receptor antagonist. Antihistaminic.

REFERENCES

• Walther, G., et al.: Arzneim.-Forsch., 40, 440 (1990)
• Ohshima, E., et al.: J. Med. Chem., 35, 2074 (1990)
• Morita, E., et al.: J. Dermatol. 32, 58 (1990)
• Suzuki, G., et al.: J. Pharmacol. Exp. Ther., 321, 1144 ( 2007),