5-chloro-1-(piperidin-4-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

• ChemBase ID: 88405
• Molecular Formular: C12H14ClN3O
• Molecular Mass: 251.71206
• Monoisotopic Mass: 251.08253976
• SMILES: n1(c2c(cc(cc2)Cl)[nH]c1=O)C1CCNCC1
• Canonical SMILES: Clc1ccc2c(c1)[nH]c(=O)n2C1CCNCC1
• InChI: InChI=1S/C12H14ClN3O/c13-8-1-2-11-10(7-8)15-12(17)16(11)9-3-5-14-6-4-9/h1-2,7,9,14H,3-6H2,(H,15,17)
• InChIKey: DOAYWDKFDPSTSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1-(piperidin-4-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one
• IUPAC Traditional name: 5-chloro-1-(piperidin-4-yl)-3H-1,3-benzodiazol-2-one
• Synonyms: 5-Chloro-1-(4-piperidinyl)-2-benzimidazolidinone; 5-Chloro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one; Des[3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl] Domperidone; 4-(6-Chloro-1,2-dihydro-2-oxobenzo[d]imidazol-3-yl)piperidine; 5-Chloro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one; 5-Chloro-1-(piperidin-4-yl)-1H-benzimidazol-2(3H)-one; 5-Chloro-1-piperidin-4-yl-1,3-dihydrobenzimidazol-2-one; R 29676; 5-Chloro-1-(4-piperidinyl)-2-benzimidazolidinone; 5-chloro-1-(4-piperidyl)-2-benzimidazolinone; 4-(5-Chloro-2-oxo-2H-benzimidazol-1-yl)piperidine; 5-Chloro-1,3-dihydro-1-(piperidin-4-yl)-2H-benzimidazol-2-one; 5-Chloro-1-(4-piperidyl)-2-benzimidazolinone; 5-氯-1-(4-哌啶子基)-2-苯并咪唑烷酮; 5-氯-1,3-二氢-1-(4-哌啶基)-2H-苯并咪唑-2-酮

Database IDs

• CAS Number: 53786-28-0
• EC Number: 258-771-6
• MDL Number: MFCD02684518; MFCD02093793
• PubChem SID: 162075363; 24879265
• PubChem CID: 104607

CALCULATED PROPERTIES

• Acid pKa: 12.752016
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.7611225
• LogD (pH = 7.4): -0.84161973
• Log P: 1.4382116
• Molar Refractivity: 68.0719 cm^3
• Polarizability: 25.649578 Å^3
• Polar Surface Area: 44.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 227-230°C; 228-231 °C(lit.); 228-231°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C12H14ClN3O

DETAILS

Sigma Aldrich - 552372

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - C379725

A metabolite of the gastrokinetic and antinauseant drug Domperidone (D531100).

REFERENCES

• Meuldermans, W. et al.: Eur. J. Drug Metab. Pharmacokin., 6, 49 (1981)
• Simard, C. et al.: Xenobiotica, 34, 1013 (1981)