3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-N-(3-nitropyridin-2-yl)-1H-indol-5-amine

• ChemBase ID: 154754
• Molecular Formular: C19H21N5O2
• Molecular Mass: 351.40234
• Monoisotopic Mass: 351.16952494
• SMILES: CN1CCC[C@@H]1Cc1c[nH]c2c1cc(cc2)Nc1c(cccn1)[N+](=O)[O-]
• Canonical SMILES: CN1CCC[C@@H]1Cc1c[nH]c2c1cc(cc2)Nc1ncccc1[N+](=O)[O-]
• InChI: InChI=1S/C19H21N5O2/c1-23-9-3-4-15(23)10-13-12-21-17-7-6-14(11-16(13)17)22-19-18(24(25)26)5-2-8-20-19/h2,5-8,11-12,15,21H,3-4,9-10H2,1H3,(H,20,22)/t15-/m1/s1
• InChIKey: YPFIYPNOWVPAPR-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-N-(3-nitropyridin-2-yl)-1H-indol-5-amine
• IUPAC Traditional name: 3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-N-(3-nitropyridin-2-yl)-1H-indol-5-amine
• Synonyms: 3-(N-Methylpyrrolidin-2R-ylmethyl)-5-(3-nitropyrid-2- yl)amino-1H-indole; 3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-N-(3-nitro-2-p yridinyl)-1H-indol-5-amine; CP-135807; 3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-N-(3-nitro-2-pyridinyl)-1H-indol-5-amine; (R)-3-[(1-Methyl-2-pyrrolidinyl)methyl]-N-(3-nitro-2-pyridinyl)-1H-indol-5-amine; CP 135807; CP-135807

Database IDs

• CAS Number: 151272-90-1
• MDL Number: MFCD00921453
• PubChem SID: 162248892
• PubChem CID: 5487088

CALCULATED PROPERTIES

• Acid pKa: 12.659166
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.3890052
• LogD (pH = 7.4): 2.4693773
• Log P: 4.8243256
• Molar Refractivity: 101.6209 cm^3
• Polarizability: 38.9871 Å^3
• Polar Surface Area: 89.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: ≥5 mg/mL; Methanol
• Apperance: brown-red powder; Dark Brown Solid
• Melting Point: 158-161°C
• Optical Rotation: [α]/D +100 to +120°, c = 0.025 mg/mL in methanol

Safety Information

• Storage Condition: Refrigerator
• RTECS: NL2412000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H21N5O2

DETAILS

Sigma Aldrich - PZ0121

Biochem/physiol Actions
CP-135807 is a selective 5-HT1D agonist.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - C781275

A selective 5-HT1D receptor agonist.

REFERENCES

• Mansbach, R.S. et al.: Psychopharmacol., 128, 313 (1996)
• Rollema,H. et al.: Mon. Mol. Neurosci. Pro. Int. Conf. In Vivo Meth., 199 (1996)