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3-oxocyclopentanecarboxylic acid, also known as 3-oxocyclopentane-1-carboxylic acid, is a cyclic five-membered carboxylic acid with a ketone group at the C-3 position, featuring the molecular formula C6H8O3. It serves as a key intermediate in the biosynthesis of various natural products, such as the amino acid proline, and is utilized in organic synthesis for the preparation of other compounds. Additionally, it has been studied for its potential pharmaceutical properties, including anti-inflammatory action and possible applications in treating certain medical conditions.

13012-38-9

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13012-38-9 Usage

Uses

Used in Organic Synthesis:
3-oxocyclopentanecarboxylic acid is used as a starting material in organic synthesis for the preparation of other compounds, leveraging its unique cyclic structure and functional groups.
Used in Pharmaceutical Industry:
3-oxocyclopentanecarboxylic acid is used as a precursor in the biosynthesis of proline, an essential amino acid, playing a crucial role in protein synthesis and various biological processes.
Used in Anti-inflammatory Applications:
3-oxocyclopentanecarboxylic acid is studied for its potential as an anti-inflammatory agent, suggesting its use in the development of pharmaceuticals targeting inflammation-related conditions.
Used in Medical Treatments:
3-oxocyclopentanecarboxylic acid is being investigated for its potential application in the treatment of certain medical conditions, highlighting its versatility in the pharmaceutical field.

Check Digit Verification of cas no

The CAS Registry Mumber 13012-38-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,1 and 2 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13012-38:
(7*1)+(6*3)+(5*0)+(4*1)+(3*2)+(2*3)+(1*8)=49
49 % 10 = 9
So 13012-38-9 is a valid CAS Registry Number.

13012-38-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (1R)-3-oxocyclopentane-1-carboxylic acid

1.2 Other means of identification

Product number -
Other names -

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:13012-38-9 SDS

13012-38-9Relevant academic research and scientific papers

ADENYLYL CYCLASE INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND METHOD OF USE THEREOF

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Paragraph 0213; 0214, (2018/01/20)

The present invention relates to novel adenine based inhibitors of adenylyl cyclase of the formula: wherein X, L, R1, R2, R5 are those defined herein. Compounds of the present invention are useful to treat cardiovascular diseases. The present invention also relates to a method of preventing heart failure by administering an effective amount of compound according to the invention following vascular injury and reperfusion therapy.

Nitrilase activity screening on structurally diverse substrates: Providing biocatalytic tools for organic synthesis

Vergne-Vaxelaire, Carine,Bordier, Franck,Fossey, Aurelie,Besnard-Gonnet, Marielle,Debard, Adrien,Mariage, Aline,Pellouin, Virginie,Perret, Alain,Petit, Jean-Louis,Stam, Mark,Salanoubat, Marcel,Weissenbach, Jean,De Berardinis, Veronique,Zaparucha, Anne

, p. 1763 - 1779 (2013/07/19)

A high-throughput screening of candidate nitrilases against 25 structurally diverse substrates allowed us to create a wide collection of 125 experimentally validated nitrilases. The enzymes were selected by genomic approach from 700 diverse prokaryotic species and one metagenome as representative of the nitrilase family diversity. The enzymatic screening of this collection expands the biocatalytic toolbox for chemical synthesis by providing a large number of tested nitrilases with their assigned substrates. Three examples illustrate the synthetic potential of our enzyme collection. The syntheses of carboxylic acid building blocks, a β-substituted phenylpropanoic acid, a cyclic γ-keto carboxylic acid and a mononitrile monocarboxylic acid, were achieved from the corresponding nitrile substrates, using three new nitrilases (two from Sphingomonas wittichii and one from Syntrophobacter fumaroxidans). Improvements of nitrilase activities through the optimization of reaction parameters and the preparative biocatalytic synthesis are presented for these three examples. Copyright

Synthesis and biological activity of bimorpholine and its carbanucleoside

Ausmees, Kerti,Selyutina, Anastasia,Kuett, Kristel,Lippur, Kristin,Pehk, Tonis,Lopp, Margus,Zusinaite, Eva,Merits, Andres,Kanger, Tonis

, p. 897 - 907 (2013/01/15)

A new enantiomerically pure carbacyclic nucleoside analogue with bimorpholine as a nonaromatic nucleobase was synthesized. The nucleoside analogue and bimorpholine were tested for cytotoxicity using an MTT assay and the xCELLigence System. Both assays revealed that compound 3 was highly cytotoxic at a 50 μM concentration while the cytotoxic effect of compound 1 was much less prominent. No antiretroviral activity was detected for this compound. In contrast, it acted as a potent inhibitor of hepatitis C virus (HCV) replication. Most likely this effect originates largely from the cytotoxicity of the compound; however, it is possible that a specific mechanism of HCV inhibition also exists. Copyright Taylor and Francis Group, LLC.

Rhodium-catalyzed 1,4-addition of lithium 2-furyltriolborates to unsaturated ketones and esters for enantioselective synthesis of γ-oxo-carboxylic acids by oxidation of the furyl ring with ozone

Yu, Xiao-Qiang,Shirai, Tomohiko,Yamamoto, Yasunori,Miyaura, Norio

experimental part, p. 932 - 937 (2011/10/08)

Rhodium-catalyzed 1,4-addition of lithium 5-methyl-2-furyltriolborate ([ArB(OCH2)3CCH3]Li, Ar=5-methyl-2-furyl) to unsaturated ketones to give β-furyl ketones was followed by ozonolysis of the furyl ring for enantioselecti

Formaldehyde dialkylhydrazones as neutral formyl anion and cyanide equivalents: Nucleophilic addition to conjugated enones

Diez,Fernandez,Gasch,Lassaletta,Llera,Martin-Zamora,Vazquez

, p. 5144 - 5155 (2007/10/03)

A versatile methodology for the nucleophihc formylation and cyanation of conjugated enones is reported. The procedure is based on the use of formaldehyde dimethylhydrazone, which, acting as a neutral formyl anion equivalent, adds to preformed trialkylsilyl-enone complexes. Both 4-(silyl- oxy)-3-enal hydrazones 3 or deprotected 4-oxo aldehyde monohydrazones 4 can be obtained at products depending on quenching conditions. In full analogy, an asymmetric version of the reaction using chiral formaldehyde SAMP- hydrazone as a neutral synthon of the chiral formyl anion has been developed, giving rise to the corresponding adducts 5 and 6 in good yields and with excellent diastereoselectivities (de 85-≤98%). Ozonolysis or HCl-mediated hydrolysis of adducts 4 and 6 readily affords racemic and optically enriched 4-oxo aldehydes 7, respectively. Additionally, high-yielding MMPP-oxidative cleavage of 4-oxo hydrazones 4 and 6 has been performed to obtain 4-oxo nitriles 8 in racemic and optically enriched forms, respectively. In this way, interesting chiral bifunctional building blocks, some of them bearing newly created stereogenic quaternary centers, have been efficiently synthesized.

Asymmetric synthesis and structure-activity relationship of the four stereoisomers of the antibiotic amidinomycin part 1: The synthesis

Sung, Sun-Young,Frahm, August Wilhelm

, p. 291 - 300 (2007/10/03)

The natural amidinomycin ((1R, 3S)-14) and its three stereoisomers are synthesized from homochiral 3-oxocyclopentanecarboxylic acids (1a) by asymmetric methods, which are based on an asymmetric reductive amination to produce methyl cis-N-(1-phenylethyl)-3-aminocyclo-pentanecarboxylates (3b) via optically active methyl N-(1-phenylethyl)-3-iminocyclopentane- carboxylates (2b) for the cis-isomers of 14. Optically pure trans-3- aminocyclopentane-carboxylic acids (4a) are obtained from the homochiral keto acids 1a via asymmetric reductive amination of 3- hydroxyiminocyclopentanecarboxylic acids (5a) and lead to the trans-isomers of 14.

Microbial hydroxylation of 2-cycloalkylbenzoxazoles. Part II. Determination of product structures and enhancement of enantiomeric excess

De Raadt,Griengl,Petsch,Plachota,Schoo,Weber,Braunegg,Kopper,Kreiner,Zeiser

, p. 473 - 490 (2007/10/03)

The determinations of product structures obtained in the microbial hydroxylations of various 2-cycloalkyl-1,3-benzoxazoles using Cunninghamella blakesleeana DSM 1906 and Bacillus megaterium DSM 32 are described. The initially low e.e of 3-(benz-1,3-oxazol

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