(2S)-1-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-amine; but-2-enedioic acid

• ChemBase ID: 154686
• Molecular Formular: C15H16ClFN2O4
• Molecular Mass: 342.7499432
• Monoisotopic Mass: 342.0782629
• SMILES: C[C@@H](Cn1ccc2c1cc(c(c2)F)Cl)N.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: C[C@@H](Cn1ccc2c1cc(Cl)c(c2)F)N.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C11H12ClFN2.C4H4O4/c1-7(14)6-15-3-2-8-4-10(13)9(12)5-11(8)15;5-3(6)1-2-4(7)8/h2-5,7H,6,14H2,1H3;1-2H,(H,5,6)(H,7,8)/t7-;/m0./s1
• InChIKey: CEPHEXXZGQBXGT-FJXQXJEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(6-chloro-5-fluoro-1H-indol-1-yl)propan-2-amine; but-2-enedioic acid
• IUPAC Traditional name: (2S)-1-(6-chloro-5-fluoroindol-1-yl)propan-2-amine; butenedioic acid
• Synonyms: (aS)-6-Chloro-5-fluoro-a-methyl-1H-indole-1-ethanamine monofumarate; Ro 60-0175

Database IDs

• MDL Number: MFCD06798313
• PubChem SID: 162248824
• PubChem CID: 6446435

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.35367453
• LogD (pH = 7.4): 0.2564165
• Log P: 2.6620216
• Molar Refractivity: 59.431 cm^3
• Polarizability: 24.042067 Å^3
• Polar Surface Area: 30.95 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: deionized water: soluble10 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99% (HPLC)
• Empirical Formula (Hill Notation): C11H12ClFN2 ·C4H4O4

DETAILS

Sigma Aldrich - R0408

Biochem/physiol Actions
Ro 60-0175 was originally reported to be a potent, selective 5-HT2C receptor agonist (with pKi values of 9, 7.5, 5.4, 5.2 and 5.6 for human 5-HT2C, 2A, 1A, 6 and 7 receptors respectively). That assignment has been questioned, however, supported by evidence from coadministration of Ro 60-0175 and SB 242084, a selective 5-HT2C antagonist.1