1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid

• ChemBase ID: 12533
• Molecular Formular: C13H14N2O2
• Molecular Mass: 230.26246
• Monoisotopic Mass: 230.1055277
• SMILES: c12c3c([nH]c1C(NC(C2)C(=O)O)C)cccc3
• Canonical SMILES: OC(=O)C1NC(C)c2c(C1)c1ccccc1[nH]2
• InChI: InChI=1S/C13H14N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-5,7,11,14-15H,6H2,1H3,(H,16,17)
• InChIKey: ZUPHXNBLQCSEIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
• IUPAC Traditional name: 1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
• Synonyms: 1-Methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid; 1-Methyl-2,3,4,9-tetrahydro-1H-1-carboline-3-carboxylic acid; 1-Methyl-1,2,3,4-Tetrahydropyrido[3,4-b]indole-3-carboxylic acid; NSC 26225; 1-Methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid; 1,2,3,4-Tetrahydroharmane-3-carboxylic acid; 1-甲基-1,2,3,4-四氢-β-咔啉-3-羧酸; 1,2,3,4-四氢哈尔满-3-羧酸

Database IDs

• CAS Number: 5470-37-1
• MDL Number: MFCD00022199
• PubChem SID: 24895402; 160975840
• PubChem CID: 73530

CALCULATED PROPERTIES

• Acid pKa: 2.0252907
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.7721173
• LogD (pH = 7.4): -0.780085
• Log P: -0.77225995
• Molar Refractivity: 63.8283 cm^3
• Polarizability: 26.043362 Å^3
• Polar Surface Area: 65.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: 2.009

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C13H14N2O2

DETAILS

Sigma Aldrich - H0500

Biochem/physiol Actions
Implicated in eosinophilia-myalgia syndrome associated with L-tryptophan ingestion.
Application
Reactant involved in synthesis of molecules for biological studies including:
• Cytotoxicity and insecticidal activities of harmine derivatives1
• Isoquinolines, β-carbolines, and 3-deazapurines via oxidative decarboxylation2
• Cytotoxic evaluation of 1,3-di- and 1,3,9-trisubstituted β-carbolines3