3-[2-(methylamino)ethyl]-1H-indol-5-ol; oxalic acid

• ChemBase ID: 134230
• Molecular Formular: C13H16N2O5
• Molecular Mass: 280.27654
• Monoisotopic Mass: 280.10592162
• SMILES: CNCCc1c[nH]c2c1cc(cc2)O.C(=O)(C(=O)O)O
• Canonical SMILES: OC(=O)C(=O)O.CNCCc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C11H14N2O.C2H2O4/c1-12-5-4-8-7-13-11-3-2-9(14)6-10(8)11;3-1(4)2(5)6/h2-3,6-7,12-14H,4-5H2,1H3;(H,3,4)(H,5,6)
• InChIKey: DYOZWAJOUTVNAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(methylamino)ethyl]-1H-indol-5-ol; oxalic acid
• IUPAC Traditional name: N-methylserotonin; oxalic acid
• Synonyms: Nω-Methylserotonin oxalate salt; Nω-Methyl-5-hydroxy-trypt-amine oxalate salt; N-Methylserotonin oxalate; 3-(2-Methylaminoethyl)indol-5-ol oxalate; 5-Hydroxy-Nω-methyltryptamine oxalate; 3-(2-甲基氨基乙基)吲哚-5-醇草酸盐; 5-羟基-Nω-甲基色胺草酸盐

Database IDs

• CAS Number: 1975-81-1
• MDL Number: MFCD00013159
• PubChem SID: 24895517; 162228507; 24278536
• PubChem CID: 260390

CALCULATED PROPERTIES

• Acid pKa: 9.450406
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.610599
• LogD (pH = 7.4): -1.0300375
• Log P: 0.6882991
• Molar Refractivity: 57.1284 cm^3
• Polarizability: 23.149506 Å^3
• Polar Surface Area: 48.05 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 161-162 °C (dec.)(lit.)

Safety Information

• German water hazard class: 3
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H312-H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Product Information

• Purity: ≥98% (alkalimetric); 99%
• Empirical Formula (Hill Notation): C13H16N2O5

DETAILS

Sigma Aldrich - M1514

Biochem/physiol Actions
Serotonin receptor ligand.

Sigma Aldrich - H45132

Packaging
100 mg in glass bottle
Application

• reactant for preparation of 5-HT receptor agonists1