61-80-3 Usage
Chemical Properties
LIGHT BROWN TO YELLOW-BROWN POWDER
Originator
Flexin ,McNeil,US,1956
Uses
Zoxazolamine is a centrally acting myorelaxant; formerly used as an antispasmodic and uricosuric. Used as a tool for assessing hepatic cytochrome P-450 activity in rodents.
Manufacturing Process
To a solution of 106 g (0.74 mol) of 2-amino-4-chlorophenol in 500 ml of
water containing 69 ml of concentrated hydrochloric acid (29.2 g, 0.8 mol) are
added 60.8 g (0.8 mol) of ammonium thiocyanate. The solution is placed in
an evaporating dish and heated on a steam bath for 5 hours. The solid which
results is then removed from the concentrated solution by filtration, washed
with a small amount of water and dried. The filtrate is placed in an
evaporating dish and heated on a water bath for 2 hours. At the end of this
time, the mixture is cooled, and the solid which precipitates out is removed by
filtration. Both solid products are 5-chloro-2-hydroxyphenylthiourea melting at
157°C, and may be combined. The calculated N content for C 7 H 7 ClN 2 OS is
13.8; that found is 13.6.
To a solution of 10 g (0.05 mol) of 2-hydroxy-5-chlorophenylthiourea in 50 ml
of methanol is added a solution of 11 g (0.04 mol) of ferric chloride
hexahydrate in 50 ml of methanol. The initial purple-red color changes in a
few minutes to amber. After stirring for one half hour, the solution is treated
with 16.5 ml of 57% ammonium hydroxide solution (0.24 mol). A brown,
flocculent precipitate of ferric sulfide appears. The mixture is then refluxed
with stirring for one hour, cooled and centrifuged. The centrifugate is
evaporated to dryness, and the residue is shaken with ether and water to
separate the organic material from the ammonium chloride. The ether layer is
extracted three times with 25 ml portions of 1 N hydrochloric acid. The acid
solution is then poured into excess ammonium hydroxide, and the resulting
solid collected, washed with water and dried. This gives a light tan solid
melting at 183°C to 185°. The material is then dissolved in 25 ml of acetone
and 50 ml of benzene are added. After treatment of the solution with
activated charcoal, the light yellow solution is evaporated to 25 ml and cooled.
The white crystals of 2-amino-5-chlorobenzoxazole which separate melt at
185°C to 186°C.
Therapeutic Function
Muscle relaxant, Uricosuric
Check Digit Verification of cas no
The CAS Registry Mumber 61-80-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 6 and 1 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 61-80:
(4*6)+(3*1)+(2*8)+(1*0)=43
43 % 10 = 3
So 61-80-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H5ClN2O/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3H,(H2,9,10)
61-80-3Relevant articles and documents
Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB
Li, Dongsheng,Liu, Chao,Jiang, Xinhai,Lin, Yuan,Zhang, Jing,Li, Yan,You, Xuefu,Jiang, Wei,Chen, Minghua,Xu, Yanni,Si, Shuyi
, (2020/10/21)
N-(5-Chlorobenzo[d]oxazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamideox-amide has been identified as a potent inhibitor of Mtb H37Rv, with a minimum inhibitory concentration (MIC) of 0.42 μM. In this study, a series of substituted 2-acylamide-1,3-zole analogues were designed and synthesized, and their anti-Mtb activities were analyzed. In total, 17 compounds were found to be potent anti-Mtb agents, especially against the MDR- and XDR-MTB strains, with MIC values 10 μM. These analogues can inhibit both drug-sensitive and drug-resistant Mtb. Four representative compounds were selected for further profiling, and the results indicate that compound 18 is acceptably safe and has favorable pharmacokinetic (PK) properties. In addition, this compound displays potent activity against Gram-positive bacteria, with MIC values in the range of 1.48–11.86 μM. The data obtained herein suggest that promising anti-Mtb candidates may be developed via structural modification, and that further research is needed to explore other compounds.
ANTIBIOTIC COMPOUNDS
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Page/Page column 110; 111, (2018/03/25)
The present invention relates to antibiotic compounds of formula (I), to compositions containing these compounds and to methods of treating bacterial diseases and infections using the compounds. The compounds find application in the treatment of infection with, and diseases caused by, Gram-positive and/or Gram-negative bacteria, and in particular in the treatment of infection with, and diseases caused by, Neisseria gonorrhoeae.
Electrochemical intramolecular c-h amination: Synthesis of benzoxazoles and benzothiazoles
Morofuji, Tatsuya,Shimizu, Akihiro,Yoshida, Jun-Ichi
, p. 3211 - 3214 (2015/03/05)
A new method for metal-free intramolecular C-H amination has been developed. Electrochemical oxidation of 2-pyrimidyloxybenzenes and 2-pyrimidylthiobenzenes, which can be easily prepared from phenols and thiophenols, respectively, followed by the treatment of the resulting pyrimidinium ions with piperidine gives 2-aminobenzoxazoles and 2-aminobenzothiazoles, respectively.
