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1501-26-4

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1501-26-4 Usage

Chemical Properties

clear colourless to light yellow liquid

Uses

Methyl 4-(Chloroformyl)butyrate is used in the synthesis of Leukotriene B4, a proinflammatory agent produced from leukocytes.

Check Digit Verification of cas no

The CAS Registry Mumber 1501-26-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,0 and 1 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1501-26:
(6*1)+(5*5)+(4*0)+(3*1)+(2*2)+(1*6)=44
44 % 10 = 4
So 1501-26-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H9ClO3/c1-10-6(9)4-2-3-5(7)8/h2-4H2,1H3

1501-26-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B25141)  Methyl 5-chloro-5-oxovalerate, 97%   

  • 1501-26-4

  • 10g

  • 824.0CNY

  • Detail
  • Alfa Aesar

  • (B25141)  Methyl 5-chloro-5-oxovalerate, 97%   

  • 1501-26-4

  • 50g

  • 2665.0CNY

  • Detail
  • Alfa Aesar

  • (B25141)  Methyl 5-chloro-5-oxovalerate, 97%   

  • 1501-26-4

  • 250g

  • 10409.0CNY

  • Detail
  • Aldrich

  • (M35355)  Glutaricacidmonomethylesterchloride  98%

  • 1501-26-4

  • M35355-10G

  • 943.02CNY

  • Detail
  • Aldrich

  • (M35355)  Glutaricacidmonomethylesterchloride  98%

  • 1501-26-4

  • M35355-50G

  • 2,186.73CNY

  • Detail

1501-26-4Relevant articles and documents

Antiproliferative and antibacterial activity of some glutarimide derivatives

Popovi?-Djordjevi?, Jelena B.,Klaus, Anita S.,?i?ak, ?eljko S.,Mati?, Ivana Z.,Drakuli?, Branko J.

, p. 915 - 923 (2016)

Antiproliferative and antibacterial activities of nine glutarimide derivatives (1–9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11]heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC50 = 9–27 μM). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6–8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl)butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 × 10?3mol/L). Distinction between more and less active/inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields.

Synthesis of 5,12-DiHETE Derivative by Palladium-Catalyzed Ternary Coupling between Vinylic Halide, a Vinylic Tin Compound, and Norbornadiene

Oda, Hiroshi,Kobayashi, Tohru,Kosugi, Masanori,Migita, Toshihiko

, p. 695 - 702 (1995)

A racemic 5,12-DiHETE-8,9-cyclopentadiene Diels-Alder adduct was prepared by palladium-catalyzed ternary coupling between vinylic halide, a vinylic tin compound, and norbornadiene in good yields.Both the halide and tin chain were synthesized in excellent yields by three and four steps, respectively.

OBTENTION DE LA LACTONE DE PRELOG-DJERASSI ET D'AUTRES δ-LACTONES PAR ADDITION DU PENTENYLTRIMETHYLSILANE SUR DES DERIVES DE L'ANHYDRIDE GLUTARIQUE

Santelli-Rouvier, par Christiane

, p. 4371 - 4374 (1984)

Addition of trans-3-trimethylsilyl-pent-2-ene to derivatives of glutaric anhydride and meso-2,4-dimethylglutaric anhydride leads to precursors of the PRELOG-DJERASSI lactone and related δ-lactones.

Synthesis of 10,11-dihydroleukotriene B4 metabolites via a nickel- catalyzed coupling reaction of cis-bromides and trans-alkenyl borates

Nakayama, Yuji,Kumar, G. Biju,Kobayashi, Yuichi

, p. 707 - 715 (2000)

Synthesis of 10,11-dihydro-, 10,11,14,15-tetrahydro-, and 10,11-dihydro- 12-oxoleukotriene B4 compounds (2, 4, 5) was accomplished stereoselectively by using the nickel-catalyzed coupling reaction illustrated in Scheme 1. The C(1)-C(7) fragments, TBS ether 10a for 2 and 4 and ethyoxyethyl (EE) ether 10b for 5, were prepared in enantiomerically pure forms (>99% ee) by a modified literature procedure (ref 11a). On the other hand, boronate esters 11a and 11b, which correspond to the C(8)-C(20) parts of 2 and 4, respectively, were synthesized from (R)-epichlorohydrin of 99% ee. Briefly, 18 was converted into acetylenes 24 and 32 through epoxide ring-opening with LiC≡CC5H11/BF3·OEt2 or C7H15MgBr/CuCN. Hydroboration of these acetylenes with (+)-(Ipc)2BH followed by reaction with MeCHO afforded the corresponding diethyl boronates, which upon ligand exchange with Me2C(CH2OH)2 furnished boronate esters 11a and 11b in 75% and 77% yields, respectively. In a similar manner, racemic boronate ester rac-11a, an intermediate for synthesis of 5, was prepared from racemic epichlorohydrin. For synthesis of 2, borate 25 was generated from 11a (1.5 equiv) and MeLi (1.6 equiv). Without isolation, 25 was submitted to reaction with 10a (1 equiv) in the presence of a Ni(0) species at room temperature overnight to afford 26, which upon treatment with TBAF furnished 2 in 64% yield from 10a. Similarly, 11b and 10a furnished 4 in good yield. To synthesize 5, rac-11a and EE ether 10b were joined by the coupling reaction to produce 39, which was transformed into 40 by desilylation with TBAF. After hydrolysis of 40, oxidation with PDC followed by deprotection of the EE group furnished 5 in 36% yield from 40. In addition, 2 was converted into amide 3 in 92% yield.

Molecularly Imprinted Polymers with Enhanced Selectivity Based on 4-(Aminomethyl)pyridine-Functionalized Poly(2-oxazoline)s for Detecting Hazardous Herbicide Contaminants

Ceg?owski, Micha?,D'Hooge, Dagmar R.,De Smet, Lieselot,Hoogenboom, Richard,Marien, Yoshi W.,Schroeder, Grzegorz,Smeets, Sander

, (2022/01/04)

The detection of hazardous compounds is of importance to control (drinking) water quality. Here, we report the development of poly(2-oxazoline)-based molecularly imprinted polymers (MIPs) for the detection of 2,4,5-trichlorophenoxyacetic acid (2,4,5-T). In view of enhanced selectivity of the MIPs, it was hypothesized that incorporation of pyridine groups would lead to stronger interactions with 2,4,5-T. The synthesis of 4-(aminomethyl)pyridine (4-AMP)-functionalized poly(2-methoxycarbonylpropyl-2-oxazoline)s with various degrees of modification was, therefore, investigated via stoichiometric and kinetic control over the functionalization degree. The molecular imprinting of 2,4,5-T is performed by direct amidation of the methyl ester side chains with diethylenetriamine. The experimental data of 2,4,5-T adsorption were interpreted with various models to quantify the adsorption thermodynamics and kinetics. The best fit was obtained for a single-site Langmuir model, indicating uniform binding site energies. A further investigation shows that the maximum adsorption capacity is reached at low 4-AMP modification degrees, whereas greater adsorption energies and higher selectivities are observed for higher 4-AMP modification degrees. Finally, the developed 4-AMP-modified MIP adsorbents were successfully used for quantification of 2,4,5-T by direct analysis with ambient mass spectrometry. In comparison with the pure analyte solution, the detection limits decreased by three orders of magnitude.

Design, synthesis and biological evaluation of novel indazole-based derivatives as potent HDAC inhibitors via fragment-based virtual screening

Gao, Liang,Gao, Lina,He, Fengjun,Hu, Lihong,Kang, Di,Liu, Jian,Wang, Ping,Wen, Yu,Zhou, Jingxian

, (2020/03/10)

Based on fragment-based virtual screening and bioisoterism strategies, novel indazole and pyrazolo[3,4-b] pyridine derivatives as HDACs inhibitors were designed, synthesized and evaluated. Most of these compounds displayed good to excellent inhibitory activities against HDACs, especially compounds 15k and 15m were identified as potent inhibitors of HDAC1 (IC50 = 2.7 nM and IC50 = 3.1 nM), HDAC2 (IC50 = 4.2 nM and IC50 = 3.6 nM) and HDAC8 (IC50 = 3.6 nM and IC50 = 3.3 nM). Further anti-proliferation assays revealed that compounds 15k and 15m showed better anti-proliferative activities against HCT-116 and HeLa cells than positive control SAHA. The western blot analysis results indicated that compounds 15k and 15m noticeably up-regulated the level of acetylated α-tubulin and histone H3. In addition, the two compounds 15k and 15m could arrest cell cycle in G2/M phase and promote cell apoptosis, which was similar as the reference compound SAHA. Through the molecular docking and dynamic studies, the potent HDAC inhibitory activities mainly caused by van der Waals and electrostatic interactions with the HDACs.

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