3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione

• ChemBase ID: 129114
• Molecular Formular: C13H11Cl2NO2
• Molecular Mass: 284.13794
• Monoisotopic Mass: 283.01668396
• SMILES: Clc1cc(cc(Cl)c1)N1C(=O)C2(C)CC2(C)C1=O
• Canonical SMILES: O=C1N(c2cc(Cl)cc(c2)Cl)C(=O)C2(C1(C)C2)C
• InChI: InChI=1S/C13H11Cl2NO2/c1-12-6-13(12,2)11(18)16(10(12)17)9-4-7(14)3-8(15)5-9/h3-5H,6H2,1-2H3
• InChIKey: QXJKBPAVAHBARF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
• IUPAC Traditional name: procymidone
• Synonyms: Procymidone; Procymidone; 3-(3,5-Dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione; 1,2-Dimethyl-N-(3,5-dichlorophenyl)cyclopropanedicarboximide; Dicyclidine; Kenolex; Procilex; Procymidone; Procymidor; Procymidox; Salithiex; Sialex; Sumilex; Sumisclex; Procymidox; 腐霉利

Database IDs

• CAS Number: 32809-16-8
• EC Number: 251-233-1
• MDL Number: MFCD00078740
• Beilstein Number: 1539058
• PubChem SID: 162223413; 24862650
• PubChem CID: 36242
• CHEMBL: 513678
• KEGG ID: C10986
• Wikipedia Title: Procymidone

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.385959
• LogD (pH = 7.4): 3.385959
• Log P: 3.385959
• Molar Refractivity: 68.3131 cm^3
• Polarizability: 26.85266 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >100 °C; >212 °F

Safety Information

• RTECS: GZ2150000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C13H11Cl2NO2

DETAILS

Sigma Aldrich - 36640

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - P755855

Systemic agricultural fungicide.

REFERENCES

• Ozer, N., et al.: J. Phytopathol., 158, 744 (2010)
• Schafer, R., et al.: Environ. Sci. Technol., 45, 1665 (2010)