Description

5-Bromothiophene-3-carboxamide (CAS No. 189329-94-0) is a high-purity brominated thiophene derivative with the molecular formula C₅H₄BrNOS. This compound is a valuable intermediate in organic synthesis and pharmaceutical research, featuring a reactive bromine substituent and a carboxamide functional group for further derivatization. Its thiophene backbone contributes to unique electronic properties, making it useful in materials science and medicinal chemistry applications. Our product is rigorously tested for purity and consistency, ensuring optimal performance in your research workflows. Available in various quantities, this compound is ideal for researchers seeking reliable building blocks for heterocyclic chemistry, drug discovery, and agrochemical development.

Properties

• CAS Number: 189329-94-0
• Complexity: 130
• IUPAC Name: 5-bromothiophene-3-carboxamide
• InChI: InChI=1S/C5H4BrNOS/c6-4-1-3(2-9-4)5(7)8/h1-2H,(H2,7,8)
• InChI Key: ISXKVVQBTQEGSI-UHFFFAOYSA-N
• Exact Mass: 204.91970
• Molecular Formula: C5H4BrNOS
• Molecular Weight: 206.06
• SMILES: C1=C(SC=C1C(=O)N)Br
• Topological: 71.3
• Monoisotopic Mass: 204.91970
• Synonyms: 5-bromothiophene-3-carboxamide, 189329-94-0, DTXSID90596664, DTXCID60547426, 865-058-9, 3-Thiophenecarboxamide, 5-bromo-, MFCD11644062, SCHEMBL1674356, ISXKVVQBTQEGSI-UHFFFAOYSA-N, PHA32994, AKOS008112748, CS-W007257, DS-5976, 5-bromo-thiophene-3-carboxylic acid amide, EN300-60729, F52622, Z337982980

Application

5-Bromothiophene-3-carboxamide serves as a versatile scaffold in medicinal chemistry for the synthesis of bioactive molecules targeting various diseases. Its bromine moiety enables cross-coupling reactions (e.g., Suzuki, Heck) for constructing complex thiophene-based architectures. Researchers utilize this compound in developing potential kinase inhibitors, antimicrobial agents, and functional materials due to its electron-rich heterocyclic core. The carboxamide group facilitates hydrogen bonding interactions in drug-receptor binding studies.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.