9H-pyrido[3,4-b]indole

• ChemBase ID: 104441
• Molecular Formular: C11H8N2
• Molecular Mass: 168.19462
• Monoisotopic Mass: 168.06874827
• SMILES: [nH]1c2c(cccc2)c2ccncc12
• Canonical SMILES: c1ccc2c(c1)[nH]c1c2ccnc1
• InChI: InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H
• InChIKey: AIFRHYZBTHREPW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-pyrido[3,4-b]indole
• IUPAC Traditional name: 9H-pyrido[3,4-b]indole; β-carboline
• Synonyms: 2,9-Diazafluorene; 2-Azacarbazole; Carbazoline; Norharma; NSC 84417; Nor Harmane; β-Carboline; Norharmane; Norharman; 2-Carboline; 9H-pyrido[3,4-b]indole; Beta-Carboline; 9H-Pyrido[3,4-b]indole; β Carboline; NORHARMANE; β-咔啉; 9H-吡啶并[3,4-b]吲哚; 去甲哈尔满

Database IDs

• CAS Number: 244-63-3
• EC Number: 205-959-0
• MDL Number: MFCD00004956
• PubChem SID: 24897776; 162092216
• PubChem CID: 64961
• CHEBI ID: 109895
• CHEMBL: 275224
• Chemspider ID: 58486
• MeSH Name: norharman
• Wikipedia Title: Beta-Carboline

CALCULATED PROPERTIES

• Acid pKa: 13.223871
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.6932329
• LogD (pH = 7.4): 1.8702409
• Log P: 1.8732133
• Molar Refractivity: 51.3153 cm^3
• Polarizability: 22.352045 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Ethyl Acetate
• Apperance: light yellow crystalline; Off-White Solid
• Melting Point: 203-205°C

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• RTECS: UU9350000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... IKBKB(3551)rat ... Gabra2(29706)
• Mechanism of Action: Sympatholytic-alpha

Product Information

• Purity: 98%
• Biological Source: Alkaloid from Chrysophyllum lacourtianum, Nocardia sp. and Streptomyces sp., also present in tobacco smoke, Catharanthus roseus leaves, Lolium perenne and Festuca arundinacea (Sapotaceae, Apocynaceae, Gramineae). A metab. from the New Zealand ascidian Ritterella sigillinoides
• Application(s): Plant growth and enzyme inhibitor
• Empirical Formula (Hill Notation): C11H8N2

DETAILS

MP Biomedicals - 02155951

(9H-Pyrido[3,4-b]indole; β Carboline) Free Base Light yellow crystals.

Sigma Aldrich - N6252

Application
Used as matrix for analysis of cyclodextrins and for sulfated oligosaccharides in combination with DHB as co-matrix.
Biochem/physiol Actions
Inhibitor of indoleamine 2,3-dioxygenase (IDO).
Protocols & Applications
Methods of glycosylated protein analysis by Mass Spectrometry

Sigma Aldrich - N33101

Biochem/physiol Actions
Inhibitor of indoleamine 2,3-dioxygenase (IDO).

Toronto Research Chemicals - N700000

The compund has cytotoxic effects.

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