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3-METHYL-5-PHENYLISOXAZOLE is an organic compound characterized by its white crystalline structure. It belongs to the class of isoxazoles, which are heterocyclic compounds with a five-membered ring containing two oxygen atoms and one nitrogen atom. This specific compound features a methyl group at the third position and a phenyl group at the fifth position, which may contribute to its unique chemical properties and potential applications.

1008-75-9

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1008-75-9 Usage

Uses

Used in Pharmaceutical Industry:
3-METHYL-5-PHENYLISOXAZOLE is used as an Aminopeptidase A inhibitor for its potential therapeutic applications. Aminopeptidase A is an enzyme that plays a role in various biological processes, and its inhibition can be beneficial in treating certain conditions. By targeting this enzyme, 3-METHYL-5-PHENYLISOXAZOLE may contribute to the development of new drugs or therapies in the pharmaceutical industry.
Additionally, due to its white crystalline structure and chemical properties, 3-METHYL-5-PHENYLISOXAZOLE may have other potential applications in different industries, such as in the synthesis of other compounds or as an intermediate in chemical reactions. However, more information would be needed to determine its specific uses in these areas.

Check Digit Verification of cas no

The CAS Registry Mumber 1008-75-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,0 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1008-75:
(6*1)+(5*0)+(4*0)+(3*8)+(2*7)+(1*5)=49
49 % 10 = 9
So 1008-75-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO/c1-8-7-10(12-11-8)9-5-3-2-4-6-9/h2-7H,1H3

1008-75-9 Well-known Company Product Price

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  • Aldrich

  • (686131)  3-Methyl-5-phenylisoxazole  95%

  • 1008-75-9

  • 686131-5G

  • 1,067.04CNY

  • Detail

1008-75-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methyl-5-phenyl-1,2-oxazole

1.2 Other means of identification

Product number -
Other names Isoxazole,3-methyl-5-phenyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1008-75-9 SDS

1008-75-9Relevant articles and documents

Efficient and convenient method for the synthesis of isoxazoles in ionic liquid

Valizadeh, Hassan,Amiri, Mohammad,Gholipur, Hamid

, p. 108 - 110 (2009)

An efficient one-pot synthesis of 3,5-disubstitueted isoxazoles from β-diketones in room temperature ionic liquids (ILs) is described. Compared with the classical reaction conditions, this new synthetic method is environmentally friendly and has the advan

Convenient synthesis of 3,5-disubstituted isoxazoles

Kurangi, Reshma F.,Kawthankar, Rima,Sawal, Sulfala,Desai, Vidya G.,Tilve, Santosh G.

, p. 587 - 589 (2007)

α,β-Unsaturated oximes obtained from the corresponding α,β-unsaturated ketones on treatment with 2 equivalents of manganese dioxide in refluxing chloroform gives 3,5-disubstituted isoxazoles in good yields. Copyright Taylor & Francis Group, LLC.

SYNTHESIS AND REACTIONS OF 5-(TRIBUTYLSTANNYL)ISOXAZOLES

Kondo, Yoshinori,Uchiyama, Daishi,Sakamoto, Takao,Yamanaka, Hiroshi

, p. 4249 - 4250 (1989)

3-Substituted 5-(tributylstannyl)isoxazoles were synthesized in good yields by the 1,3-dipolar cycloaddition reaction of ethynyltributylstannane with nitrile oxides generated in situ. 3-Methyl-5-(tributylstannyl)isoxazole was easily converted to the corre

An improved method for preparation of nitrile oxides from nitroalkanes for in situ dipolar cycloadditions

Basel, Yochai,Hassner, Alfred

, p. 309 - 312 (1997)

A new method has been found for generation of nitrile oxides in situ from nitroalkanes under mild conditions. Thus, reaction of nitroalkanes 1 with di-tert-butyl dicarbonate (2) and 4-dimethylaminopyridine (3) as catalyst in the presence of dipolarophiles

Reactivity of p-phenyl substituted β-enamino compounds using k- 10/ultrasound. II [1]. Synthesis of isoxazoles and 5-isoxazolones

Valduga, Claudete J.,Santis, Denise B.,Braibante, Hugo S.,Braibante, Mara E. F.

, p. 505 - 508 (1999)

The condensation of 4-phenyl substituted β-enamino ketones 1a-d and β- enamino esters 5a-d with hydroxylamine hydrochloride using K-10 as the solid support under sonication was studied to evaluate the formation of isoxazole and 5-isoxazolone rings from β-enamino compounds with a substituted aromatic ring. Isoxazoles 2a-c, 3c-d and 5-isoxazolones 6a-c and 7a-d were obtained. The use of K-10/ultrasound in this reaction furnished novel results in some cases.

A photochemical one-pot three-component synthesis of tetrasubstituted imidazoles

Pusch, Stefan,Opatz, Till

, p. 5430 - 5433 (2014)

Tetrasubstituted imidazoles can be formed in a photochemical one-pot synthesis from aldehydes, α-aminonitriles, and isoxazoles. Condensation of the first two components produces α-(alkylideneamino)nitriles which react under basic conditions with the acylazirines formed in situ by photochemical ring transformation of the isoxazole component. This process includes an unusual cleavage of the C2-C3 bond of the acylazirine. The reaction mechanism was studied by DFT calculations. (Chemical Equation Presented)

Competitive Copper Catalysis in the Condensation of Primary Nitro Compounds with Terminal Alkynes: Synthesis of Isoxazoles

Baglieri, Ausilia,Meschisi, Luca,De Sarlo, Francesco,Machetti, Fabrizio

, p. 4643 - 4655 (2016)

Isoxazoles, mainly 3,5-disubstituted, are prepared by catalytic condensation of primary nitro compounds with terminal acetylenes by using a copper/base catalytic system. The additional catalytic effect of the copper(II) salts is evidenced by comparing the kinetic profiles. Selectivity dependence on reaction conditions is considered for phenylacetylene in the following competitive processes: oxidative coupling of terminal alkynes to conjugated diynes catalyzed by CuIIand base in the presence of air; production of furazans beside condensation with benzoylnitromethane to 3-benzoylisoxazoles, as a result of the reaction of the dipolarophile with 3,4-dibenzoylfuroxan; addition of electron-poor alkynes (e.g., methyl propiolate) with themselves and with the nitro compound. Thus, oxidative coupling is negligible in reactions with “active” nitro compounds, whereas with nitroalkanes both products are observed: only trace amounts of isoxazoles are detected without copper. Similarly, in the presence of copper, 3-benzoyl-5-phenylisoxazole is predominant over the furazan. Furthermore, condensations of electron-poor alkynes give complex reaction mixtures in the presence of base alone, but cycloadducts are conveniently prepared with copper. The results indicate the practical and general utility of this catalytic method for synthetic practice.

NH2OH-HCl-Mediated Umpolung α-Methylsulfonylation of α-Sulfonyl Ketones with Methylsulfoxides: Synthesis of α,β-Bis-sulfonyl Arylketones

Chang, Meng-Yang,Chen, Han-Yu,Tsai, Yu-Lin

, p. 1832 - 1836 (2019)

In this paper, a novel and efficient route for the synthesis of α,β-bis-sulfonyl arylketones via an NH2OH-HCl-mediated intermolecular umpolung α-methylsulfonylation of α-sulfonyl ketones with methylsulfoxides is described. A plausible mechanism is proposed and discussed. Various reaction conditions for this efficient, one-pot, environmentally friendly transformation were investigated.

NHC-palladium-catalyzed ionic liquid-accelerated regioselective oxyarylation of alkynes with diaryl ethers?

Cen, Liying,He, Dan,Jiang, Huanfeng,Li, Jianxiao,Lin, Zidong,Wu, Wanqing

supporting information, p. 1983 - 1988 (2022/04/03)

The first NHC-palladium-catalyzed regioselective oxyarylation of oxime ether in a task-specific ionic liquid via C(sp3)-O and C(sp2)-O bond cleavage of two different types of ethers for the assembly of structurally diverse 4-arylisoxazoles is described. Both the basic ionic liquid [C3NH2mim]Br and NHC-Pd catalyst IPr-Pd-Im-Cl2 played an important role in this transformation. Notably, this new approach provides a practical and straightforward route to access a broad range of privileged 4-arylisoxazole structures with good yields and excellent regioselectivities. Significantly, this catalytic system can be recycled up to eight times without significant loss of catalytic activity.

AMINOPEPTIDASE A INHIBITORS AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME

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Page/Page column 58-59, (2020/06/10)

The present invention relates to a novel compound, to a composition comprising the same, to methods for preparing the compound, and the use of this compound in therapy. In particular, the present invention relates to compound that is useful in the treatment and prevention of primary and secondary arterial hypertension, ictus, myocardial ischaemia, cardiac and renal insufficiency, myocardial infarction, peripheral vascular disease, diabetic proteinuria, Syndrome X and glaucoma.

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