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2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE is a chemical compound characterized by its molecular formula C9H10OS. It is a thiophene derivative, featuring a five-membered aromatic ring with four carbon atoms and one sulfur atom. 2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE is distinguished by the presence of two methyl groups at the 2 and 5 positions on the thiophene ring and a formyl group at the 3 position. It serves as a versatile building block in the synthesis of a variety of organic compounds, predominantly in the pharmaceutical and agrochemical sectors.

26421-44-3

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26421-44-3 Usage

Uses

Used in Pharmaceutical Industry:
2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE is utilized as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure contributes to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE is employed as a precursor for the production of various agrochemicals, including pesticides and other crop protection agents, enhancing agricultural productivity and crop protection.
Used as a Flavoring Agent:
2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE is used as a flavoring agent in the food and beverage industry. Its distinctive aromatic properties contribute to the creation of unique and appealing flavors in various products.
Used as a Fragrance:
2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE is also applied in the fragrance industry, where it is used to develop scents for perfumes, cosmetics, and other scented products, adding depth and complexity to the olfactory profiles of these products.
Used as an Intermediate in Chemical Production:
2,5-DIMETHYL-THIOPHENE-3-CARBALDEHYDE serves as an intermediate in the production of a range of chemicals, including specialty chemicals and fine chemicals, where its reactivity and structural features are leveraged to synthesize complex molecules for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 26421-44-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,4,2 and 1 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 26421-44:
(7*2)+(6*6)+(5*4)+(4*2)+(3*1)+(2*4)+(1*4)=93
93 % 10 = 3
So 26421-44-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H8OS/c1-5-3-7(4-8)6(2)9-5/h3-4H,1-2H3

26421-44-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,5-Dimethyl-thiophene-3-carbaldehyde

1.2 Other means of identification

Product number -
Other names 2,5-dimethylthiophene-3-carbaldehyde

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:26421-44-3 SDS

26421-44-3Relevant academic research and scientific papers

Synthesis and biological evaluation of cyclopenta[c]thiophene related compounds as new antitumor agents

Dallemagne, Patrick,Khanh, Lan Pham,Alsadi, Abdellah,Renault, Olivier,Varlet, Isabelle,Collot, Valerie,Bureau, Ronan,Rault, Sylvain

, p. 2185 - 2191 (2002)

A series of 22 cyclopenta[c]thiophene related compounds was obtained by the pharmacomodulation of 6-amino-5,6-dihydro-4H-cyclopenta[c]thiophen-4-ones 1a-g. All compounds were evaluated for potential anticancer activity in the NCI's in vitro human disease-oriented tumor cell line screening panel that consisted of 60 human tumor cell lines arranged in nine subpanels, representing diverse histologies. Among these tested compounds, seven were found to be cytotoxic, especially against leukemia cell lines, allowing us to point out some structure-activity relationships. These derivatives were further evaluated for potential in vivo anticancer activity in the hollow fiber assay developed at the NCI, which selected two compounds, 1f and 3a for standard xenograft testing.

Rhodium-catalyzed cycloisomerization of ester-tethered 1,6-diynes with cyclopropanol moiety leading to tetralone/exocyclic diene hybrid molecules

Yasui, Takeshi,Kikuchi, Tomohiro,Yamamoto, Yoshihiko

supporting information, p. 12865 - 12868 (2020/11/02)

The rhodium-catalyzed cycloisomerization of ester-tethered 1,6-diynes bearing a cyclopropanol moiety produced tetralone/exocyclic diene hybrid molecules with thermodynamically unfavorable alkene geometry. The results of control experiments and density functional theory calculations suggest that the ester tether plays an important role in the efficiency of E/Z isomerization processes. This journal is

POLYCYCLIC AMINES AS OPIOID RECEPTOR MODULATORS

-

Paragraph 0226, (2018/10/11)

The present invention provides a genus of polycyclic amines that are useful as opioid receptor modulators. The compounds of the invention are useful in both therapeutic and diagnostic methods, including for treating pain, neurological disorders, cardiac disorders, bowel disorders, drug and alcohol addiction, drug overdose, urinary disorders, respiratory disorders, sexual dysfunction, psoriasis, graft rejection or cancer.

ANTIBACTERIAL COMPOUNDS AND USES THEREOF

-

Paragraph 0067, (2017/09/28)

The present invention relates to compounds of formula (I) including any stereochemically isomeric form thereof, or pharmaceutically acceptable salts thereof, for the treatment of tuberculosis.

SUBSTITUTED AMINOTHIAZOLE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE

-

Page/Page column 43, (2010/04/06)

Substituted aminothiazole derivatives, methods of their preparation, pharmaceutical compositions comprising a substituted aminothiazole, and methods of use in treating human or animal disorders. The compounds may be useful as inhibitors of action of AgRP on a melanocortin receptor and thus may be useful for the management, treatment, control, or the adjunct treatment of diseases which may be responsive to the modulation of melanocortin receptors including obesity-related disorders.

Synthesis and photochromic properties of tetrakis(3,5-dimethyl-2-thienyl)- and tetrakis(2,5-dimethyl-3-thienyl)ethylenes

Belen'kii,Gromova,Kolotaev,Nabatov,Krayushkin

, p. 1208 - 1213 (2007/10/03)

Tetrakis(3,5-dimethyl-2-thienyl)ethylene and tetrakis(2,5-dimethyl-3- thienyl)ethylene were obtained from the corresponding dithienyl ketones by the McMurry reaction. The photochromic properties of the compounds obtained were studied.

Orthoamides. LIII. A New Synthesis for Aromatic Aldehydes of Wide Scope

Kantlehner, Willi,Vettel, Markus,Gissel, Alexander,Haug, Erwin,Ziegler, Georg,Ciesielski, Michael,Scherr, Oliver,Haas, Richard

, p. 297 - 310 (2007/10/03)

Diformamide (1) reacts with activated aromatic compounds like toluene, anisole, m-xylene, 1,2-dimethoxybenzene in the presence of AlCl3 to give N-(diarylmethyl)-formamides 2a-d, the corresponding aromatic aldehydes 3-6 are formed as by-products in low yields. From N,N-dimethylaniline and 1/AlCl3 the triphenylmethane derivative 7 can be obtained. The reaction of anisole with N-methyl-diformamide (9) affords the formamide 10. The mixture of formamide, P4O10 and AlCl3 reveals to be a reagent which is capable to formylate toluene and anisole, resp. Triformamide (14)/AlCl3 is an effective formylating system which allows the preparation of aromatic aldehydes (e.g. 3,4,17-32) from the corresponding aromatic hydrocarbons. Aluminiumchloride can be replaced by borontrichloride. The yields of the formylation reactions depend strongly from the reaction conditions (molar ratio: aromatic hydrocarbon/ AlCl3/14; solvent, reaction temperature). The scope of the reaction covers nearly complete those of the Gattermann-Koch-, Gattermann- and Vilsmeier-Haack-reaction.

Lithiation of Heterocycles Directed by α-Amino Alkoxides

Comins, Daniel L.,Killpack, Michael O.

, p. 104 - 109 (2007/10/02)

The addition of heterocyclic aromatic aldehydes to certain lithium dialkylamides gave α-amino alkoxides that were ring-lithiated with butyllithium.Alkylation and hydrolysis provided ring-substituted heterocyclic aromatic aldehydes via a one-pot reaction.The metalation of α-amino alkoxides derived from thiophenecarboxaldehydes, furaldehydes, N-methylpyrrolecarboxaldehydes, and indolecarboxaldehydes was examined.The regioselectivity of the lithiation, was dependent on the heterocycle, the amine component of the α-amino alkoxide, and the metalation conditions.A novel N-methyl metalation of α-amino alkoxides derived from N-methylpyrrole-2-carboxaldehyde and N-methylindole-2-carboxaldehyde was achieved when N,N,N'-trimethylethylenediamine was used as the amine component for in situ formation of the α-amino alkoxides.The novel directed N-methyl lithiations are attributed to an intramolecular TMEDA-like assisted metalation.

Photochromic Heterocyclic Fulgides. Part 4. The Thermal and Photochemical Reactions of (E)-Isopropylidene -succinic Anhydrides and Related Compounds

Glaze, Alan P.,Harris, Stuart A.,Heller, Harry G.,Johncock, William,Oliver, Stephen N.,et al.

, p. 957 - 962 (2007/10/02)

The pale yellow (E)-2--3-isopropylidenesuccinic anhydride undergoes a reversible photochemical reaction to give, in quantitative yield, the deep red 2,4,7,7,7a-pentamethyl-7,7a-dihydrobenzothiophene-5,6-dicarboxylic anhydride, which is stable at 100 deg C.The corresponding (E)-(2,5-dimethyl-3-thienylmethylene) compound does not photocyclise but shows only E-Z photoisomerisation. 2- and 3-Thienyl compounds, lacking a 3- or 2-methyl substituent, respectively, undergo photochemical and/or thermal ring-closure followed by 1,3- and/or 1,5-hydrogen shifts, depending on the reaction conditions.

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