(3-{2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)(methyl)amine hydrochloride

• ChemBase ID: 103909
• Molecular Formular: C18H23ClN2
• Molecular Mass: 302.84162
• Monoisotopic Mass: 302.15497643
• SMILES: Cl.CNCCCN1c2c(CCc3c1cccc3)cccc2
• Canonical SMILES: CNCCCN1c2ccccc2CCc2c1cccc2.Cl
• InChI: InChI=1S/C18H22N2.ClH/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20;/h2-5,7-10,19H,6,11-14H2,1H3;1H
• InChIKey: XAEWZDYWZHIUCT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)(methyl)amine hydrochloride; (3-{2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-yl}propyl)(methyl)amine hydrochloride; (3-{2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)(methyl)amine hydrochloride
• IUPAC Traditional name: desipramine hydrochloride
• Synonyms: 10,11-Dihydro-N-methyl-5H-dibenz[b,f]azepine-5-propanamine; G-35020; JB-8181; NSC-114901; Norpramin; Nortimil; Pertofran; Pertofrane; Petylyl; Desipramine Hydrochloride; 10,11-Dihydro-N-methyl-5H-dibenz-[b,f]azepine hydrochloride; DESIPRAMINE; Desipramine hydrochloride

Database IDs

• CAS Number: 58-28-6
• EC Number: 200-373-1
• MDL Number: MFCD00058108
• PubChem SID: 24278094; 162091079
• PubChem CID: 65327

CALCULATED PROPERTIES

• Log P: 3.895521
• Molar Refractivity: 85.3109 cm^3
• Polarizability: 32.823364 Å^3
• Polar Surface Area: 15.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.67586446
• LogD (pH = 7.4): 1.3685079

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL; Methanol; Water
• Apperance: white to off-white powder; White To Off-White Solid
• Melting Point: >209°C (dec.); 215-216

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C), Desiccate
• RTECS: HO0525000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38-42/43; R:22
• Safety Statements: 22-24-26-36/37; S:36/37/39
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC)
• Empirical Formula (Hill Notation): C18H22N2 · HCl

DETAILS

MP Biomedicals - 02153543

Hydrochloride
A norepinephrine uptake inhibitor.

Sigma Aldrich - D3900

Caution
Hygroscopic
Biochem/physiol Actions
Tricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter (Ki = 4 nM) than the serotonin transporter (Ki = 61 nM).

Toronto Research Chemicals - D290050

Tricyclic antidepressant that is a more potent inhibitor of the norepinephrine transporter than the serotonin transporter.

REFERENCES

• Okugawa, G., et al.: J. Neuroindocrinol., 11, 887 (1981)
• Torres, G.E., et al.: Nat. Rev. Neurosci., 4, 13 (1981)
• Checkley, S.A, et al.: Br. J. Psychiatry, 138. 248 (1981)
• Zhu, M.Y., et al.: J. Neurochem., 70, 1547 (1981)