Production Method 1

24065-33-6

97799-98-9

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide Solvents: Toluene ;  rt; 2 h, rt → reflux
1.2 Solvents: Dichloromethane ,  Water ;  rt; 1 h, rt
1.1 Reagents: Thionyl chloride Solvents: Dichloromethane ;  0 °C; 2 h, 0 °C
1.2 Solvents: Water ;  0 °C; 14 h, rt

Reference

Preparation and structural confirmation of the related substances of rivaroxabanPreparation of rivaroxaban impurities

Cai, Zhengyan; et al, Zhongguo Yiyao Gongye Zazhi, 2014, 45(4), 303-307

Production Method 2

42518-98-9

97799-98-9

Reaction Conditions

1.1 Solvents: Dichloromethane ,  Water ;  rt; 1 h, rt

Reference

Preparation and structural confirmation of the related substances of rivaroxaban

Cai, Zhengyan; et al, Zhongguo Yiyao Gongye Zazhi, 2014, 45(4), 303-307

Production Method 3

898543-06-1

24065-33-6

593-51-1

97799-98-9

366789-02-8

Reaction Conditions

1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Dimethylformamide ;  30 min, 25 °C
1.2 4 h, 34 °C

Reference

Method for producing an intermediate of rivaroxaban

, Japan, , ,

Production Method 4

1507367-53-4

1353894-33-3

97799-98-9

42152-55-6

Reaction Conditions

1.1 Reagents: Phosphorus pentachloride

Reference

Development of Thiophenic Analogues of Benzothiadiazine Dioxides as New Powerful Potentiators of 2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic Acid (AMPA) Receptors

Francotte, Pierre; et al, Journal of Medicinal Chemistry, 2013, 56(20), 7838-7850

Production Method 5

88777-57-5

97799-98-9

Reaction Conditions

1.1 Reagents: Hydrochloric acid ,  Oxygen Catalysts: Cupric chloride Solvents: Acetone ,  Water ;  72 h, rt
1.2 Reagents: Sodium sulfite Solvents: Water
1.1 Reagents: Hydrochloric acid Catalysts: Cupric chloride Solvents: Acetone ,  Water ;  72 h, rt

Reference

Green preparation of N-methyl amide compoundsPhotoredox aerobic oxidation of unreactive amine derivatives through LMCT excitation of copper dichloride

Lian, Pengcheng; et al, China, 2022, 9(18), 4924-4931

Production Method 6

97799-96-7

97799-98-9

Reaction Conditions

1.1 Reagents: Sodium acetate Solvents: Methanol ,  Water

Reference

Beckmann rearrangement of acetylthiophene oxime benzenesulfonates as an approach to acetylaminothiophenes

Fabrichnyi, B. P.; et al, Khimiya Geterotsiklicheskikh Soedinenii, 1985, (4), 483-5

Production Method 7

24065-33-6

97799-98-9

Reaction Conditions

1.1 Reagents: Thionyl chloride Catalysts: Dimethylformamide Solvents: Toluene ;  rt; 2 h, rt → reflux
2.1 Solvents: Dichloromethane ,  Water ;  rt; 1 h, rt

Reference

Preparation and structural confirmation of the related substances of rivaroxaban

Cai, Zhengyan; et al, Zhongguo Yiyao Gongye Zazhi, 2014, 45(4), 303-307

Production Method 8

446292-08-6

97799-98-9

366789-02-8

Reaction Conditions

1.1 Solvents: Acetonitrile ,  Water ;  rt → 40 °C; 2 h, 40 °C; 40 °C → 33 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 5.7, 33 °C
2.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Dimethylformamide ;  30 min, 25 °C
2.2 4 h, 34 °C

Reference

Method for producing an intermediate of rivaroxaban

, Japan, , ,

Production Method 9

6310-09-4

97799-98-9

42152-55-6

Reaction Conditions

1.1 Reagents: Hydroxylamine
2.1 Reagents: Phosphorus pentachloride

Reference

Development of Thiophenic Analogues of Benzothiadiazine Dioxides as New Powerful Potentiators of 2-Amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic Acid (AMPA) Receptors

Francotte, Pierre; et al, Journal of Medicinal Chemistry, 2013, 56(20), 7838-7850

5-Chloro-N-methylthiophene-2-carboxamide Raw materials

• 4-4-(5S)-5-(Aminomethyl)-2-oxo-3-oxazolidinylphenyl-3-morpholinone Hydrochloride
• 2-Thiophenecarboxamide, 5-chloro-N,N-dimethyl-
• 5-Chlorothiophene-2-carbonyl chloride
• 4-4-(5S)-5-Phthalimidomethyl-2-oxo-3-oxazolidinylphenyl-3-morpholinone
• 2-Acetyl-5-chlorothiophene
• 5-chlorothiophene-2-carboxylic acid
• Methylammonium Chloride
• Ethanone, 1-(5-chloro-2-thienyl)-, O-(phenylsulfonyl)oxime, (Z)-
• (1Z)-1-(5-Chloro-2-thienyl)ethanone oxime
• (1E)-1-(5-Chloro-2-thienyl)ethanone oxime

5-Chloro-N-methylthiophene-2-carboxamide Preparation Products

• 5-Chloro-N-methylthiophene-2-carboxamide (97799-98-9)
• Rivaroxaban (366789-02-8)
• Acetamide,N-(5-chloro-2-thienyl)- (42152-55-6)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Thiophenes Thiophene carboxylic acids and derivatives Thiophene carboxamides

Recent Advances in the Study of 5-Chloro-N-methylthiophene-2-carboxamide (CAS: 97799-98-9)

5-Chloro-N-methylthiophene-2-carboxamide (CAS: 97799-98-9) is a thiophene-based compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug development. This research briefing provides an overview of the latest findings related to this compound, focusing on its synthesis, pharmacological properties, and potential therapeutic uses. The compound's unique structural features and biological activities make it a promising candidate for further investigation in the field of chemobiological research.

Recent studies have highlighted the importance of 5-Chloro-N-methylthiophene-2-carboxamide as a key intermediate in the synthesis of various bioactive molecules. Its thiophene core, combined with the chloro and methylamide substituents, offers a versatile scaffold for the development of novel therapeutic agents. Researchers have explored its potential as a building block for the synthesis of kinase inhibitors, antimicrobial agents, and anti-inflammatory compounds. The compound's ability to interact with various biological targets has been demonstrated through in vitro and in silico studies, suggesting its broad applicability in drug discovery.

One of the most significant advancements in the study of 5-Chloro-N-methylthiophene-2-carboxamide is its role in the development of kinase inhibitors. Kinases play a crucial role in cell signaling pathways, and their dysregulation is associated with numerous diseases, including cancer and inflammatory disorders. Recent research has shown that derivatives of this compound exhibit potent inhibitory activity against specific kinases, making them valuable candidates for targeted therapy. Structural modifications of the thiophene core have been shown to enhance selectivity and potency, paving the way for the design of more effective kinase inhibitors.

In addition to its potential as a kinase inhibitor, 5-Chloro-N-methylthiophene-2-carboxamide has also been investigated for its antimicrobial properties. Studies have demonstrated its efficacy against a range of bacterial and fungal pathogens, including drug-resistant strains. The compound's mechanism of action appears to involve disruption of microbial cell membranes and inhibition of essential enzymatic processes. These findings suggest that it could serve as a lead compound for the development of new antimicrobial agents, particularly in the face of rising antibiotic resistance.

The pharmacological profile of 5-Chloro-N-methylthiophene-2-carboxamide has been further elucidated through recent pharmacokinetic and toxicological studies. Researchers have evaluated its absorption, distribution, metabolism, and excretion (ADME) properties, as well as its safety profile in preclinical models. These studies have provided valuable insights into the compound's bioavailability and potential side effects, which are critical for its transition from the laboratory to clinical applications. Preliminary data indicate favorable pharmacokinetic properties, with good oral bioavailability and minimal toxicity at therapeutic doses.

Looking ahead, the future of 5-Chloro-N-methylthiophene-2-carboxamide research appears promising. Ongoing studies are exploring its potential in combination therapies, where it may synergize with other drugs to enhance therapeutic outcomes. Additionally, advances in computational chemistry and molecular modeling are enabling researchers to design more potent and selective derivatives with improved pharmacological profiles. The compound's versatility and broad biological activity make it a valuable tool for drug discovery and a focal point for future research in the chemobiological field.

In conclusion, 5-Chloro-N-methylthiophene-2-carboxamide (CAS: 97799-98-9) represents a compelling area of study in medicinal chemistry. Its diverse biological activities, coupled with its potential as a scaffold for drug development, underscore its importance in contemporary research. As scientists continue to unravel its mechanisms of action and optimize its pharmacological properties, this compound is poised to make significant contributions to the development of novel therapeutics for a wide range of diseases.

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