CAS 5164-76-1

1,5-Dimethyl 2-pentenedioate

Description:

1,5-Dimethyl 2-pentenedioate, with the CAS number 5164-76-1, is an organic compound characterized by its structure, which includes a pentenedioate backbone with two methyl groups attached at the 1 and 5 positions. This compound features two ester functional groups, which contribute to its reactivity and potential applications in organic synthesis. It is typically a colorless to pale yellow liquid, exhibiting a pleasant odor. The presence of the double bond in the pentene portion of the molecule allows for potential polymerization or addition reactions, making it useful in various chemical processes. Additionally, the ester groups can participate in transesterification reactions, further expanding its utility in the synthesis of more complex molecules. As with many organic compounds, it is important to handle 1,5-Dimethyl 2-pentenedioate with care, as it may pose health risks if inhaled or ingested, and appropriate safety measures should be taken during its use in laboratory or industrial settings.

Formula: C₇H₁₀O₄

InChI: InChI=1S/C7H10O4/c1-10-6(8)4-3-5-7(9)11-2/h3-4H,5H2,1-2H3

InChI key: InChIKey=SKCGFFOFYXLNCG-UHFFFAOYSA-N

SMILES: C(C=CC(OC)=O)C(OC)=O

Synonyms:

• 1,5-Dimethyl 2-pentenedioate
• 2-Pentenedioic acid, 1,5-dimethyl ester
• 2-Pentenedioic acid, dimethyl ester
• Dimethyl 2-pentene-1,5-dioate
• Dimethyl 2-pentenedioate
• Dimethyl Pent-2-Enedioate
• Glutaconic acid, dimethyl ester
• NSC 30046
• dimethyl (2E)-pent-2-enedioate
• dimethyl (2Z)-pent-2-enedioate
• Dimethyl glutaconate

Dimethyl glutaconate, E/Z mixture

CAS: 5164-76-1

Formula: C₇H₁₀O₄

Purity: 95%

Color and Shape: Liquid

Molecular weight: 158.1519

Ref: IN-DA0034R8

Dimethyl glutaconate

CAS: 5164-76-1

Dimethyl glutaconate

Purity: 97%

Molecular weight: 158.15g/mol

Ref: 54-OR1042943

Dimethyl Glutaconate (~10% Cis)

Controlled Product

CAS: 5164-76-1

Applications Dimethyl Glutaconate is a derivative of Glutaconic Acid (G596945). It is also used in the synthesis of 1,2,4-oxadiazole butanoic acids acting as αvβ3 receptor antagonists in cancer therapy. Also it is used in the synthesis of Cannabinol (C175350).
References Boys, M. et al.: Bioorg, Med. Chem. Lett., 16, 839 (2006); Nandaluru, P. et al.: Org. Lett. 14, 310 (2012);

Formula: C₇H₁₀O₄

Color and Shape: Neat

Molecular weight: 158.15

Ref: TR-D473070

Dimethyl pent-2-enedioate

CAS: 5164-76-1

Formula: C₇H₁₀O₄

Purity: 95%

Color and Shape: Liquid

Molecular weight: 158.153

Ref: 10-F463390

Dimethyl Glutaconate (~25% cis)

Controlled Product

CAS: 5164-76-1

Formula: C₇H₁₀O₄

Color and Shape: Neat

Molecular weight: 158.15

Ref: TR-D544555

Dimethyl Glutaconate

CAS: 5164-76-1

Dimethyl glutaconate is a reactive, tautomeric compound. It has shown to have a cross-linking effect on DNA, which may be useful in the treatment of tumors. Dimethyl glutaconate inhibits tumor growth by inhibiting the activity of topoisomerase II and III enzymes, which are involved in DNA replication. The inhibition of these enzymes leads to increased strand breakage and degradation of DNA.
As an anticancer agent, dimethyl glutaconate has been shown to inhibit the proliferation of various types of cancer cells including those found in breast, prostate and colon cancers. It also binds to purine derivatives such as adenine and guanine, which are essential for nucleotide synthesis. This binding prevents their incorporation into DNA or RNA molecules and inhibits nucleic acid production.

Formula: C₇H₁₀O₄

Purity: Min. 95%

Molecular weight: 158.15 g/mol

Ref: 3D-FAA16476