{4-[(6-chloro-2-methoxyacridin-9-yl)amino]pentyl}diethylamine dihydrochloride

• ChemBase ID: 134138
• Molecular Formular: C23H32Cl3N3O
• Molecular Mass: 472.87868
• Monoisotopic Mass: 471.1610957
• SMILES: CCN(CC)CCCC(C)Nc1c2ccc(cc2nc2c1cc(cc2)OC)Cl.Cl.Cl
• Canonical SMILES: CCN(CCCC(Nc1c2cc(OC)ccc2nc2c1ccc(c2)Cl)C)CC.Cl.Cl
• InChI: InChI=1S/C23H30ClN3O.2ClH/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23;;/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26);2*1H
• InChIKey: UDKVBVICMUEIKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(6-chloro-2-methoxyacridin-9-yl)amino]pentyl}diethylamine dihydrochloride; 6-chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine dihydrochloride
• IUPAC Traditional name: quinacrine dihydrochloride; 6-chloro-N-[5-(diethylamino)pentan-2-yl]-2-methoxyacridin-9-amine dihydrochloride
• Synonyms: Quinacrine dihydrochloride; 6-Chloro-9-(4-diethylamino-1-methylbutylamino)-2-methoxyacridine dihydrochloride; Atebrin dihydrochloride; Mepacrine dihydrochloride; Quinacrine 2HCl; 6-氯-9-(4-二乙氨基-1-甲基丁氨基)-2-甲氧基吖啶 二盐酸盐; 米帕林 二盐酸盐; 阿的平 二盐酸盐; 喹吖因 二盐酸盐

Database IDs

• CAS Number: 69-05-6
• EC Number: 200-700-8
• MDL Number: MFCD00012659
• Beilstein Number: 4834013
• PubChem SID: 162228415; 24278192; 24853489
• PubChem CID: 6239

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -3.9949434E-4
• LogD (pH = 7.4): 1.3863823
• Log P: 5.151537
• Molar Refractivity: 118.9644 cm^3
• Polarizability: 48.14002 Å^3
• Polar Surface Area: 37.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble, clear to hazy
• Fluorescence: λex 417 nm; λem 496 nm in 30 mM Tris; 0.2 M sucrose

Safety Information

• RTECS: AR7875000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Gene Information: human ... MAOA(4128), MAOB(4129)

Product Information

• Purity: ≥90%; ≥97.0% (HPLC); 98%
• Grade: for fluorescence
• Salt Data: HCl
• Empirical Formula (Hill Notation): C23H30ClN3O · 2HCl

DETAILS

Sigma Aldrich - Q3251

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
非选择性 MAO-A/B 抑制剂。

Sigma Aldrich - 222992

Biochem/physiol Actions
Non-selective MAO-A/B inhibitor.

Sigma Aldrich - 22530

Biochem/physiol Actions
Non-selective MAO-A/B inhibitor.
Other Notes
Intercalates with the DNA helix1