2-hydroxypropane-1,2,3-tricarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate

• ChemBase ID: 163126
• Molecular Formular: C24H37NO10
• Molecular Mass: 499.55128
• Monoisotopic Mass: 499.24174639
• SMILES: c1ccc(cc1)C(C(=O)OCCOCCN(CC)CC)CC.C(C(CC(=O)O)(O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC(C(=O)O)(CC(=O)O)O.CCC(c1ccccc1)C(=O)OCCOCCN(CC)CC
• InChI: InChI=1S/C18H29NO3.C6H8O7/c1-4-17(16-10-8-7-9-11-16)18(20)22-15-14-21-13-12-19(5-2)6-3;7-3(8)1-6(13,5(11)12)2-4(9)10/h7-11,17H,4-6,12-15H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: JVKMHUAWFDGPTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxypropane-1,2,3-tricarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate
• IUPAC Traditional name: citro butamirate; 2-hydroxypropane-1,2,3-tricarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl 2-phenylbutanoate
• Synonyms: α-(Ethyl)benzeneacetic Acid 2-[2-(Diethylamino)ethoxy]ethyl Ester; 2-Hydroxy-1,2,3-propanetricarboxylate; Abbott 36581; Acodeen; HH 197; Panatus; Sincodeen; Sincodin; Sincodix; Sinecod; Sinecond; Butamirate Citrate; Brospamin; Codesin; Intussin; Stoptussin; Butamirate Citrate

Database IDs

• CAS Number: 18109-81-4
• PubChem SID: 162257261
• PubChem CID: 28891

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.07004097
• LogD (pH = 7.4): 1.424669
• Log P: 3.429728
• Molar Refractivity: 89.87 cm^3
• Polarizability: 35.409904 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 66-68°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

Product Information

• Salt Data: Citrate
• Application(s): Antitussive

DETAILS

Toronto Research Chemicals - B690025

A novel antitussive drug.

REFERENCES

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• Lewen, N., et al.: J. Pharm. Biomed. Anal., 35, 739 (2000)
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• Yanaura, S. et al., Jpn. J. Pharmacol., 1975, 25, 621, (props)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 5039, (synonyms)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 744
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, BOR350