6-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-2-N,4-N-bis(prop-2-en-1-yl)-1,3,5-triazine-2,4-diamine

• ChemBase ID: 1238
• Molecular Formular: C26H29F2N7
• Molecular Mass: 477.5521664
• Monoisotopic Mass: 477.2452504
• SMILES: Fc1ccc(C(N2CCN(CC2)c2nc(nc(n2)NCC=C)NCC=C)c2ccc(F)cc2)cc1
• Canonical SMILES: C=CCNc1nc(nc(n1)NCC=C)N1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
• InChI: InChI=1S/C26H29F2N7/c1-3-13-29-24-31-25(30-14-4-2)33-26(32-24)35-17-15-34(16-18-35)23(19-5-9-21(27)10-6-19)20-7-11-22(28)12-8-20/h3-12,23H,1-2,13-18H2,(H2,29,30,31,32,33)
• InChIKey: OBDOVFRMEYHSQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-2-N,4-N-bis(prop-2-en-1-yl)-1,3,5-triazine-2,4-diamine
• IUPAC Traditional name: almitrine
• Brand Name: Vectarion; Duxil; Doxil
• Synonyms: Almitrine mesylate; Almitrine dimesylate; Almitrine bismesylate; Almitrine

Database IDs

• CAS Number: 27469-53-0
• PubChem SID: 46505517; 160964698
• PubChem CID: 33887

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.271289
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 3.8133168
• LogD (pH = 7.4): 5.6966276
• Log P: 6.0494266
• Molar Refractivity: 140.8795 cm^3
• Polarizability: 50.13021 Å^3
• Polar Surface Area: 69.21 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.9
• LOG S: -4.52
• Solubility (Water): 1.44e-02 g/l

DETAILS

DrugBank - DB01430

• Drug Groups: approved
• Description: A respiratory stimulant that enhances respiration by acting as an agonist of peripheral chemoreceptors located on the carotid bodies. The drug increases arterial oxygen tension while decreasing arterial carbon dioxide tension in patients with chronic obstructive pulmonary disease. It may also prove useful in the treatment of nocturnal oxygen desaturation without impairing the quality of sleep. [PubChem]
• Indication: For the treatment of chronic obstructive pulmonary disease.
• Pharmacology: Almitrine is a respiratory stimulant that enhances respiration by acting as an agonist of peripheral chemoreceptors located on the carotid bodies. The drug increases arterial oxygen tension while decreasing arterial carbon dioxide tension in patients with chronic obstructive pulmonary disease. It may also prove useful in the treatment of nocturnal oxygen desaturation without impairing the quality of sleep.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia