2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene

• ChemBase ID: 53480
• Molecular Formular: C14H13N
• Molecular Mass: 195.25972
• Monoisotopic Mass: 195.10479942
• SMILES: N1c2c(CCc3c1cccc3)cccc2
• Canonical SMILES: c1ccc2c(c1)Nc1ccccc1CC2
• InChI: InChI=1S/C14H13N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-8,15H,9-10H2
• InChIKey: ZSMRRZONCYIFNB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene; 2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene; 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene; 2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaene; 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,11,13-hexaene
• IUPAC Traditional name: 2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene; 2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,12,14-hexaene; 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene; 2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaene; 2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,11,13-hexaene
• Synonyms: 10,11-Dihydro-5H-dibenzo[b,f]azepine; Iminodibenzyl; IMINO DIBENZYL; 10,11-Dihydro-5H-dibenz[b,f]azepine; 10,11-Dihydro-5H-dibenz[b,f]azepine; Iminodibenzyl; 10,11-Dihydrodibenz[b,f]azepine; 2,2'-Iminobibenzyl; 2,2'-Iminodibenzyl; Iminobibenzyl; NSC 72110; 亚胺联苄; 亚氨基二苄; 10,11-二氢-5H-二苯并[b,f]氮杂卓; 亚胺联苄; 二苯基亚胺

Database IDs

• CAS Number: 494-19-9
• EC Number: 207-787-1
• MDL Number: MFCD00005070
• Beilstein Number: 152732
• PubChem SID: 24895929; 24880398; 162058243
• PubChem CID: 10308

CALCULATED PROPERTIES

• Acid pKa: 19.674911
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.9762845
• LogD (pH = 7.4): 3.9762883
• Log P: 3.9762886
• Molar Refractivity: 62.8244 cm^3
• Polarizability: 23.921215 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 104-108 °C; 104-108°C; 105-108 °C(lit.); 105-108°C

Safety Information

• Storage Warning: IRRITANT
• RTECS: HN8950000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: R:36/37/38
• Safety Statements: S:20-25-26-37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (GC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C14H13N

DETAILS

MP Biomedicals - 05201607

MP Biomedicals Rare Chemical collection

Sigma Aldrich - I1308

Packaging
25 g in glass bottle

Toronto Research Chemicals - D448870

10,11-Dihydro-5H-dibenzo[b,f]azepine is a metabolite of the tricyclic antidepressant, Imipramine (I465980). 10,11-Dihydro-5H-dibenzo[b,f]azepine can be used as a chromogenic probe for the quantification of hydrogen peroxide and glucose.

REFERENCES

• Crammer, J.L. et al.: Psychopharmacologia, 18, 26 (1970)
• Christiansen, J. et al.: J. Pharm. Pharmacol., 25, 604 (1970)
• Hackett, A.M. et al.: Xenobiotica, 14, 491 (1970)
• Nagaraja, P. et al.: Anal. Biochem., 395, 231 (1970)