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Amides

52 articles

Maleimide

Maleimide (C4H3NO2) is a five-membered cyclic dicarboximide and strong Michael acceptor for thiols, widely used for protein bioconjugation, antibody–drug conjugates such as Adcetris, and thermosetting bismaleimide resins.

Malonamide

Malonamide (propanediamide), the diamide of malonic acid with formula C₃H₆N₂O₂, is a white, water-soluble crystalline solid whose tetraalkyl derivatives are used in the DIAMEX process for nuclear fuel reprocessing.

Mepivacaine

Mepivacaine, sold as Carbocaine and Polocaine, is an amide-type local anesthetic synthesized in 1956 and marketed in 1960, used for dental anesthesia, nerve blocks, and epidural and spinal anesthesia.

Methicillin

Methicillin (brand name Celbenin) is a semisynthetic β-lactam antibiotic of the penicillin family, introduced in the UK in 1959 as the first penicillin resistant to staphylococcal β-lactamase.

Metribuzin

Metribuzin, sold under the trade names Sencor and Lexone, is a selective triazinone herbicide that controls grass and broadleaf weeds by inhibiting photosynthesis at photosystem II.

N-Methyl-2-pyrrolidone

N-Methyl-2-pyrrolidone (NMP), also called 1-methyl-2-pyrrolidone or N-methylpyrrolidone, is a water-miscible polar aprotic solvent used in petrochemical extraction, polymer processing, and battery manufacturing, and restricted in the European Union as a reproductive toxicant.

N-Vinylpyrrolidone

N-Vinylpyrrolidone (1-vinyl-2-pyrrolidone) is a colorless liquid lactam monomer made from 2-pyrrolidone and acetylene by the Reppe process, polymerized to polyvinylpyrrolidone, used in pharmaceuticals, cosmetics, and UV-curable inks.

N,N'-Methylenebisacrylamide

N,N'-Methylenebisacrylamide (Bis, BIS, MBA, MBAA; CAS 110-26-9) is a bifunctional acrylamide whose two vinyl groups crosslink polyacrylamide chains, forming gels for electrophoresis and hydrogels.

Naphthalimide

Naphthalimide is a bicyclic organic compound of formula C12H7NO2, a naphthalene ring system fused to an imide at the 1,8 positions, whose derivatives are widely used fluorescent dyes and probes.

Nialamide

Nialamide (Niamid) is a hydrazine-derived, non-selective monoamine oxidase inhibitor marketed by Pfizer as one of the first antidepressant drugs from 1959 until its withdrawal in 1963 over food-interaction side effects.

Nylon 11

Nylon 11, or polyamide 11 (PA11), is a thermoplastic polyamide derived from castor oil, first patented in France in 1947 and sold mainly as Rilsan.

Peptide bond

The peptide bond, or peptide linkage, is the amide covalent bond linking amino acids into polypeptide chains, formed by loss of a water molecule and made rigid and planar by resonance.

Peptoids

Peptoids are synthetic peptidomimetics, oligomers of N-substituted glycine whose side chains attach to the backbone nitrogen; they were developed at Chiron Corporation in the early 1990s.

Phthalimide

Phthalimide is an aromatic imide and white crystalline solid whose acidity makes it the nitrogen source of the Gabriel synthesis; its derivatives appear in drugs, dyes, and polymers.

Piperacillin

Piperacillin is a semisynthetic, broad-spectrum ureidopenicillin antibiotic developed by Toyama Chemical, given by injection, active against Pseudomonas aeruginosa, and now used almost entirely with tazobactam as Zosyn or Tazocin.

PK 11195

PK 11195 is an isoquinoline carboxamide ligand for the translocator protein (TSPO), synthesized in 1983; radiolabeled with carbon-11, it became the first PET tracer for imaging TSPO in humans.

PolarClean

PolarClean (Rhodiasolv PolarClean) is the commercial name for methyl 5-(dimethylamino)-2-methyl-5-oxopentanoate, a low-toxicity polar aprotic solvent made by Solvay from a Nylon-66 byproduct, used mainly for membrane fabrication and battery cathode slurries.

Raclopride

Raclopride is a substituted benzamide acting as a potent, selective dopamine D2 receptor antagonist, best known as the carbon-11 PET tracer for imaging striatal D2 receptors.

Tauroursodeoxycholic acid

Tauroursodeoxycholic acid, also known as TUDCA, taurursodiol, or ursodoxicoltaurine, is a hydrophilic bile acid formed by conjugating taurine with ursodeoxycholic acid, studied for liver disease and neurodegeneration.

Twisted amide activation

Twisted amide activation is a synthetic strategy that distorts the amide C–N bond from planarity, weakening its resonance so the bond can be cleaved by cross-coupling or nucleophilic substitution.

Twisted amides

Twisted amides are amides whose C(O)–N bond is deliberately distorted from planar geometry, disrupting amide resonance and making the bond reactive toward cleavage, substitution, and cross-coupling.

Vorinostat

Vorinostat, also known as suberoylanilide hydroxamic acid (SAHA) and sold as Zolinza, is an oral HDAC inhibitor approved by the FDA in 2006 for cutaneous T-cell lymphoma.