6-HYDROXYCHLORZOXAZONE

Base Information

• Chemical Name: 6-HYDROXYCHLORZOXAZONE
• CAS No.: 1750-45-4
• Molecular Formula: C₇H₄ClNO₃
• Molecular Weight: 185.567
• Hs Code.: 29349990
• European Community (EC) Number: 621-147-2
• NSC Number: 24955
• UNII: M5YLT4Y73F
• DSSTox Substance ID: DTXSID50169919
• Nikkaji Number: J41.861G
• Wikidata: Q61721231
• ChEMBL ID: CHEMBL3182250
• Mol file: 1750-45-4.mol

Synonyms:5-chloro-6-hydroxy-2(3h)-benzoxazolone;5-chloro-6-hydroxybenzoxazone;6-hydroxychlorzoxazone;6-hydroxy chlorzoxazone-d2;5-chloro-6-hydroxy-2-benzoxazolinon;5-chloro-6-hydroxy-2-benzoxazolinone;chlorzoxazone, 6-hydroxy major metabolit e of c;5-chloro-6-hydroxy-2(3h)-benzoxazolone, 5-chloro-6-hydroxybenzoxazone;5-chloro-6-hydroxybenzoxazol-2(3h)-one;5-chloro-6-hydroxy-3h-1,3-benzoxazol-2-one;5-chloro-6-hydroxybenzo[d]oxazol-2(3h)-one;

Chemical Property of 6-HYDROXYCHLORZOXAZONE

Chemical Property:

• Appearance/Colour: white to pink
• Melting Point: 240-242°C
• Refractive Index: 1.65
• PSA: 66.23000
• Density: 1.649 g/cm³
• LogP: 1.48010
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 184.9879707
• Heavy Atom Count: 12
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Hydroxychlorzoxazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T,F
• Statements: 36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 26-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1Cl)O)OC(=O)N2
• Uses: 6-Hydroxychlorzoxazone has been used for HPLC-based metabolic assays of chlorzoxazone. A major metabolite of chlorzoxazone. Formed by the actions of cytochrome P450IIE1

Technology Process of 6-HYDROXYCHLORZOXAZONE

There total 3 articles about 6-HYDROXYCHLORZOXAZONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

5-chloro-2-benzoxazolinone (95-25-0) → 6-hydroxychlorzoxazone (1750-45-4)

Guidance literature:

With glucose dehydrogenase; D-glucose; cytochrome P_450BM3 R₄₇L/Y₅₁F/A₁₈₄I/A₁₉₁T/N₂₃₉H/I₂₅₉V/A₂₇₆T/A₃₃₀P/L₃₅₃I mutant; β-nicotinamide adenine dinucleotide phosphate sodium salt; In aq. phosphate buffer; ethanol; at 25 ℃; for 2h; pH=7.5; Enzymatic reaction;

DOI:10.1002/chem.201502020

Reference yield:

5-chloro-2-benzoxazolinone (95-25-0) + buprenorphine hydrochloride (136232-95-6,53187-13-6,55327-62-3,64425-21-4) → 6-hydroxychlorzoxazone (1750-45-4)

Guidance literature:

With β-nicotinamide adenine dinucleotide phosphate sodium salt; glucose-6-phosphate dipotassium salt; glucose-6-phosphate dehydrogenase; In phosphate buffer; dimethyl sulfoxide; pH=7.4; Enzyme kinetics;

DOI:10.1248/bpb.25.682

Reference yield:

→ 6-hydroxychlorzoxazone (1750-45-4)

Guidance literature:

aus 6-Chlor-4-nitroso-resorcin und H2 (Pd),anschl.+ COCl2;

DOI:10.1021/jm00339a006

upstream raw materials:

5-chloro-2-benzoxazolinone

buprenorphine hydrochloride

Refernces

• 1、 Baek, Hye W.,Bae, Soo K.,Lee, Myung G.,Sohn, Young T.. "Pharmacokinetics of chlorzoxazone in rats with diabetes: Induction of CYP2E1 on 6-hydroxychlorzoxazone formation". . p. 2452 - 2462. Retrieved 2006.
• 2、 Uehara, Shotaro,Uno, Yasuhiro,Oshio, Toru,Inoue, Takashi,Sasaki, Erika,Yamazaki, Hiroshi. "Marmoset pulmonary cytochrome P450 2F1 oxidizes biphenyl and 7-ethoxycoumarin and hepatic human P450 substrates". . p. 656 - 662. Retrieved 2018.
• 3、 Umehara, Ken,Shimokawa, Yoshihiko,Miyamoto, Gohachiro. "Inhibition of human drug metabolizing cytochrome P450 by buprenorphine". . p. 682 - 685. Retrieved 2002.
• 4、 Cheng, Lu,Wang, Huihui,Cai, Hengrui,Zhang, Jie,Gong, Xu,Han, Wei. "Iron-catalyzed arene C-H hydroxylation". . p. 77 - 81. Retrieved 2021/10/05.
• 5、 Sasabe, Hiroyuki,Koga, Toshihisa,Furukawa, Masayuki,Matsunaga, Masayuki,Sasahara, Katsunori,Hashizume, Kenta,Oozone, Yoshihiro,Amunom, Immaculate,Torii, Mikako,Umehara, Ken,Kashiyama, Eiji,Takeuchi, Kenji. "In vitro evaluations for pharmacokinetic drug-drug interactions of a novel serotonin-dopamine activity modulator, brexpiprazole". supporting information. p. 522 - 535. Retrieved 2021/03/19.