1H-pyrrolo[2,3-b]pyridine

• ChemBase ID: 19148
• Molecular Formular: C7H6N2
• Molecular Mass: 118.13594
• Monoisotopic Mass: 118.0530982
• SMILES: c1c[nH]c2c1cccn2
• Canonical SMILES: c1cnc2c(c1)cc[nH]2
• InChI: InChI=1S/C7H6N2/c1-2-6-3-5-9-7(6)8-4-1/h1-5H,(H,8,9)
• InChIKey: MVXVYAKCVDQRLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-pyrrolo[2,3-b]pyridine
• IUPAC Traditional name: 7-azaindole
• Synonyms: 1H-Pyrrolo(2,3-b)pyridine; 7-Azaindole; 1,7-Diazaindene; 1,7-Dideazapurine; 7-Aza-1-pyrindine; 7-Azaindole; 7H-Pyrrolo[2,3-b]pyridine; NSC 67063; NSC 77951; 7-Azaindole; 1H-Pyrrolo[2,3-b]pyridine; 1H-pyrrolo[2,3-b]pyridine; 7-Azaindole; 1H-吡咯并[2,3-b]吡啶; 7-氮杂吲哚

Database IDs

• CAS Number: 271-63-6
• EC Number: 205-981-0
• MDL Number: MFCD00005606
• Beilstein Number: 109667
• PubChem SID: 160982455; 24891472
• PubChem CID: 9222

CALCULATED PROPERTIES

• Polarizability: 13.9976425 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 15.662374
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.1775688
• LogD (pH = 7.4): 1.221206
• Log P: 1.2217975
• Molar Refractivity: 34.9402 cm^3

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: off-white crystal; Off-White Solid
• Melting Point: 102-106°C; 103-107°C; 105 - 107°C; 105-107 °C(lit.); 105-107°C
• Boiling Point: 270°C
• Hydrophobicity(logP): 1.18

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• RTECS: UY8710000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-36/37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C7H6N2

DETAILS

MP Biomedicals - 02154804

(1H-Pyrrolo[2,3-b]pyridine) Crystalline

MP Biomedicals - 05208080

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - A800275

Imidazolinone derivatives as CGRP receptor antagonists used in the treatment of migraine.

Sigma Aldrich - A95502

Application
A heterocyclic molecule that can be utilized as a pharmaceutical building block1
Starting material in a recent synthesis of azaserotonin.
Packaging
1, 5 g in glass bottle

REFERENCES

• Sikazwe, D., et al.: Bioorg. Med. Chem., 17, 1716 (2009)
• Stump, C., et al.: Bioorg. Med. Chem. Lett., 19, 214 (2009)
• Glycosylation at the pyrrole nitrogen has been carried out under phase-transfer conditions to give nucleoside analogues: Heterocycles, 29, 795 (1989).
• For a review of the chemistry of azaindoles, see: Russ. Chem. Rev., 49, 428 (1980).