benzoic acid; dimethyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine

• ChemBase ID: 72762
• Molecular Formular: C22H25N5O2
• Molecular Mass: 391.4662
• Monoisotopic Mass: 391.20082507
• SMILES: c1cc(cc2c1[nH]cc2CCN(C)C)Cn1cncn1.c1cc(ccc1)C(=O)O
• Canonical SMILES: OC(=O)c1ccccc1.CN(CCc1c[nH]c2c1cc(cc2)Cn1cncn1)C
• InChI: InChI=1S/C15H19N5.C7H6O2/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20;8-7(9)6-4-2-1-3-5-6/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3;1-5H,(H,8,9)
• InChIKey: JPRXYLQNJJVCMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzoic acid; dimethyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethyl})amine
• IUPAC Traditional name: benzoic acid; rizatriptan; benzoic acid; maxalt
• Synonyms: MK-462; Maxalt; Rizatriptan Benzoate; N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine Benzoate; MK-0462

Database IDs

• CAS Number: 145202-66-0
• PubChem SID: 162037683
• PubChem CID: 77997

CALCULATED PROPERTIES

• Acid pKa: 17.23522
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.6272316
• LogD (pH = 7.4): -0.37320176
• Log P: 1.7678794
• Molar Refractivity: 93.1323 cm^3
• Polarizability: 31.647243 Å^3
• Polar Surface Area: 49.74 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 178-180°C

Safety Information

• Storage Condition: -20°C; -20°C Freezer

Product Information

• Salt Data: Benzoate

DETAILS

Selleck Chemicals - S1607

Research Area: Neurological Disease
Biological Activity:
Rizatriptan Benzoate(Maxalt) is a 5-HT1 agonist triptan drug for the treatment of migraine headaches. It is believed to work by narrowing the blood vessels around the brain. Rizatriptan also reduces the substances in the body, which can also reduce headache pain, nausea, sensitivity to light and sound and other migraine symptoms. [1]

Toronto Research Chemicals - R545000

A selective serotonin 5-HTID receptor agonist. Structurally derived from tryptamine.

REFERENCES

• http://en.wikipedia.org/wiki/Rizatriptan
• Cheng, H., et al.: Biopharm. Drug Dispos., 17, 17 (1996)
• Visser, W.H., et al.: rch. Neurol., 53, 1132 (1996)