5-chloro-6-hydroxy-2,3-dihydro-1,3-benzoxazol-2-one

• ChemBase ID: 154368
• Molecular Formular: C7H4ClNO3
• Molecular Mass: 185.56456
• Monoisotopic Mass: 184.98797067
• SMILES: c1c2c(cc(c1Cl)O)oc(=O)[nH]2
• Canonical SMILES: O=c1[nH]c2c(o1)cc(c(c2)Cl)O
• InChI: InChI=1S/C7H4ClNO3/c8-3-1-4-6(2-5(3)10)12-7(11)9-4/h1-2,10H,(H,9,11)
• InChIKey: AGLXDWOTVQZHIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-6-hydroxy-2,3-dihydro-1,3-benzoxazol-2-one
• IUPAC Traditional name: 6-hydroxychlorzoxazone
• Synonyms: 6-Hydroxy Chlorzoxazone; 6-Hydroxychlorzoxazone; NSC 24955; 5-Chloro-6-hydroxybenzoxazone; 5-Chloro-6-hydroxy-2(3H)-benzoxazolone; 6-Hydroxychlorzoxazone; 5-chloro-6-hydroxy-2(3h)-benzoxazolone; 5-氯-6-羟基-2(3H)-苯并噁唑酮; 6-羟基氯唑沙宗

Database IDs

• CAS Number: 1750-45-4
• MDL Number: MFCD00143502
• PubChem SID: 162248507; 24724641
• PubChem CID: 2734

CALCULATED PROPERTIES

• Acid pKa: 6.1309166
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5415846
• LogD (pH = 7.4): 0.39632648
• Log P: 1.632106
• Molar Refractivity: 43.0499 cm^3
• Polarizability: 15.9588375 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; ethanol: moderately soluble; H2O: insoluble; Methanol
• Apperance: Off-White Solid; solid; white to pink
• Melting Point: 240-242°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• RTECS: DM5260000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC); 98%
• Empirical Formula (Hill Notation): C7H4ClNO3

DETAILS

Sigma Aldrich - UC148

Application
CYP2E1 & 1A2 metabolite of chlorzoxazone.

Sigma Aldrich - C188

Application
CYP2E1 & 1A2 metabolite of chlorzoxazone.

Toronto Research Chemicals - H825120

A major metabolite of chlorzoxazone. Formed by the actions of cytochrome P450IIE1.

REFERENCES

• Twele, et al.: Arzneim.-Forsch., 32, 759 (1982)
• Peter, et al.: che. Res. Toxicol., 3, 566 (1990)