5-methyl-2,5-diazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(19),8,10,12,15,17-hexaene hydrochloride

• ChemBase ID: 72650
• Molecular Formular: C18H21ClN2
• Molecular Mass: 300.82574
• Monoisotopic Mass: 300.13932636
• SMILES: c12N3C(c4c(Cc1cccc2)cccc4)CN(CC3)C.Cl
• Canonical SMILES: CN1CCN2C(C1)c1ccccc1Cc1c2cccc1.Cl
• InChI: InChI=1S/C18H20N2.ClH/c1-19-10-11-20-17-9-5-3-7-15(17)12-14-6-2-4-8-16(14)18(20)13-19;/h2-9,18H,10-13H2,1H3;1H
• InChIKey: YNPFMWCWRVTGKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-2,5-diazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(19),8,10,12,15,17-hexaene hydrochloride; 5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8(13),9,11,16,18-hexaene hydrochloride; 5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8,10,12,16,18-hexaene hydrochloride; 5-methyl-2,5-diazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(15),8(13),9,11,16,18-hexaene hydrochloride
• IUPAC Traditional name: 5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8(13),9,11,16,18-hexaene hydrochloride; mianserin hydrochloride; 5-methyl-2,5-diazatetracyclo[13.4.0.0^2,^7.0^8,^1^3]nonadeca-1(15),8(13),9,11,16,18-hexaene hydrochloride
• Synonyms: 1,2,3,4,10,14b-Hexahydro-2-methyl-dibenzo[c,f]pyrazino[1,2-a]azepine hydrochloride; Mianserin hydrochloride; Bolvidon; Norval; Tolvon; Mianserin hydrochloride; 1,2,3,4,10,14beta-Hexahydro-2-methyldibenzo[c,f]pyryzino[1,2-a]azepine hydrochloride; Athymil; MIANSERIN; 1,2,3,4,10,14b-Hexahydro-2-methyldibenzo[c,f]pyrazino[1,2-a]azepine Hydrochloride; Lantanon; Mianserine Hydrochloride; NSC 292267; Tolvin; 1,2,3,4,10,14b-六氢-2-甲基-二苯并[c,f]吡嗪并[1,2-a]氮杂卓 盐酸盐; 米赛林 盐酸盐

Database IDs

• CAS Number: 21535-47-7
• EC Number: 244-426-7
• MDL Number: MFCD00055072
• PubChem SID: 24278125; 24899455; 162037575
• PubChem CID: 68551

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3987954
• LogD (pH = 7.4): 3.7070787
• Log P: 3.8311977
• Molar Refractivity: 84.4987 cm^3
• Polarizability: 32.159184 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; ethanol: soluble5.6 mg/mL; H2O: soluble3.4 mg/mL; Methanol
• Apperance: Off-White Solid
• Melting Point: >230°C (dec.)

Safety Information

• Storage Condition: -20°C; -20°C Freezer; 2-8°C
• RTECS: HP8780000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; R:22-36/37/38
• Safety Statements: S:25-26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADRA2A(150), ADRA2B(151), ADRA2C(152), HRH1(3269), HTR2A(3356), HTR2B(3357), HTR2C(3358)

Product Information

• Grade: analytical standard, for drug analysis
• Salt Data: Hydrochloride
• Empirical Formula (Hill Notation): C18H20N2 · HCl

DETAILS

MP Biomedicals - 02153619

Hydrochloride
Serotonin antagonist

Selleck Chemicals - S1382

Research Area: Neurological Disease
Biological Activity:
Mianserin is a psychoactive drug of the tetracyclic antidepressant (TeCA) chemical class which is classified as a noradrenergic and specific serotonergic antidepressant (NaSSA) and has antidepressant, anxiolytic, hypnotic, antiemetic, orexigenic, and antihistamine effects. [1]

Sigma Aldrich - M2525

Biochem/physiol Actions
Antidepressant; antagonist/inverse agonist at 5-HT2 serotonin receptors; also blocks the H1 histamine receptor and the α2 adrenoceptor.
Preparation Note
Solutions may be stored for several days at 4°C.

Sigma Aldrich - S100

Biochem/physiol Actions
Antidepressant; antagonist/inverse agonist at 5-HT2 serotonin receptors; also blocks the H1 histamine receptor and the α2 adrenoceptor.

Toronto Research Chemicals - M341500

Serotonin receptor antagonist. Antidepressant.

REFERENCES

• http://en.wikipedia.org/wiki/Mianserin
• Saxena, et al.: Eur. J. Pharmacol., 13, 295 (1971)
• Brogden, R.N., et al.: Drugs, 16, 273 (1971)
• Alexander, B.S., et al.: J. Pharm. Pharmacol., 39, 664 (1987)