2-(diethylamino)ethyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride

• ChemBase ID: 133930
• Molecular Formular: C14H22Cl2N2O3
• Molecular Mass: 337.24208
• Monoisotopic Mass: 336.10074793
• SMILES: CCN(CC)CCOC(=O)c1cc(c(cc1OC)N)Cl.Cl
• Canonical SMILES: CCN(CCOC(=O)c1cc(Cl)c(cc1OC)N)CC.Cl
• InChI: InChI=1S/C14H21ClN2O3.ClH/c1-4-17(5-2)6-7-20-14(18)10-8-11(15)12(16)9-13(10)19-3;/h8-9H,4-7,16H2,1-3H3;1H
• InChIKey: JOWUQCJWCRNVMQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethylamino)ethyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride
• IUPAC Traditional name: 2-(diethylamino)ethyl 4-amino-5-chloro-2-methoxybenzoate hydrochloride
• Synonyms: 4-Amino-5-chloro-2-methoxybenzoic acid 2-(diethylamino)ethyl ester hydrochloride; SDZ-205,557 hydrochloride

Database IDs

• CAS Number: 137196-67-9
• MDL Number: MFCD00671790
• PubChem SID: 24278128; 162228207
• PubChem CID: 11957705

CALCULATED PROPERTIES

• Acid pKa: 17.992693
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.85372007
• LogD (pH = 7.4): 0.7580807
• Log P: 2.3264306
• Molar Refractivity: 81.568 cm^3
• Polarizability: 31.035557 Å^3
• Polar Surface Area: 64.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble100 mg/mL; ethanol: insoluble; H2O: soluble65 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HTR4(3360)

DETAILS

Sigma Aldrich - S174

Biochem/physiol Actions
Potent, selective 5-HT4 serotonin receptor antagonist.