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Small motifs in proteins and polypeptides
Amide rings are small motifs in proteins and polypeptides. They consist of 9-atom or 11-atom rings formed by two CO...HN hydrogen bonds between a side
Amide_ring
Method for producing 2-aminopyridine derivatives
of the ring nitrogen and slow down the sorption on sodium amide, (2) these electron-withdrawing groups can also form complexes with sodium amide, and (3)
Chichibabin_reaction
Vitamer of Vitamin B3
nicotinamide consists of a pyridine ring to which a primary amide group is attached in the meta position. It is an amide of nicotinic acid. As an aromatic
Nicotinamide
Protein structural motif
hydrogen bond arrangement in parallel beta sheet resembles that in an amide ring motif with 11 atoms. Finally, an individual strand may exhibit a mixed
Beta_sheet
cyclic amide or lactam, a cyclic compound with the amide group –C(=O)N– in the ring. metal amide, an ionic compound ("salt") with the azanide anion H2N−
Amide_(functional_group)
Chemical compound
penicillins. Due to ring strain and limitations on amide resonance, the structure is susceptible to catalytic cleavage at the amide bond. Benzylpenicillin
Penam
Cyclic amide
cyclic amide, formally derived from an amino carboxylic acid through cyclization reactions. The term is a portmanteau of the words lactone + amide. Greek
Lactam
Reaction mechanism in ring systems
mechanism has been extensively studied in reactions of metal amide nucleophiles (such as sodium amide) and substituted pyrimidines (for instance 4-phenyl-6-bromopyrimidine
ANRORC_mechanism
Group of chemicals
complexes composed of a cationic metal M with anionic bis(trimethylsilyl)amide ligands (the −N(Si(CH3)3)2 monovalent anion, or −N(Si(CH3)3)2 monovalent
Metal bis(trimethylsilyl)amides
Metal_bis(trimethylsilyl)amides
Chemical compound
alpha-helices as asx turns and asx motifs, and in similar turn motifs, or as amide rings, in beta sheets. Its role can be thought as "capping" the hydrogen bond
Asparagine
Pharmaceutical compound
Isoergine, also known as isolysergic acid amide (iso-LSA or iso-LA-819), isolysergamide, or erginine, is a serotonergic psychedelic of the ergoline and
Isoergine
Hydrocarbon compound (C6H6)
benzene molecule is composed of six carbon atoms joined in a planar hexagonal ring with one hydrogen atom attached to each. As it contains only carbon and hydrogen
Benzene
Family of chemical compounds
A β-lactam (beta-lactam) ring is a four-membered lactam. A lactam is a cyclic amide, and beta-lactams are named so because the nitrogen atom is attached
Β-Lactam
Chemical compound
Ergine, also known as lysergic acid amide (LSA or LAA) as well as LA-111, is a psychoactive compound of the ergoline and lysergamide families related
Ergine
Chemical compound
an organic compound with the molecular formula H2NCH2C(O)NH2. It is the amide derivative of the amino acid glycine. It is a water-soluble, white solid
Glycinamide
Chemical rearrangement
Beckmann (1853–1923), is a rearrangement of an oxime functional group to an amide functional group. The rearrangement has also been successfully performed
Beckmann_rearrangement
Chemical compound
it a useful organic reagent. It is commonly used as the hindered base in amide coupling reactions between a carboxylic acid (typically activated, for example
N,N-Diisopropylethylamine
Paper on taxol synthesis
cyclohexene rings A and C that are connected by two short bridges creating an 8 membered ring in the middle (ring B). The third pre-assembled part is an amide tail
Nicolaou Taxol total synthesis
Nicolaou_Taxol_total_synthesis
New alkyl group
benzyl quaternary ammonium salts. The reagent is sodium amide or another alkali metal amide and the reaction product a N,N-dialkylbenzylamine with a
Sommelet–Hauser_rearrangement
Chemical compound
of the amide bond reverses at each bond, all nylon 6 amide bonds lie in the same direction (see figure: note the N to C orientation of each amide bond)
Nylon_6
Organic compound, (CH2)2C=CH2
treatment with a strong base such sodium amide—sodium tert-butoxide (yield 43%) or sodium bis(trimethylsilyl)amide with further treatment by sodium tert-butoxide
Methylenecyclopropane
Chemical compound
deprotonation of bis(trimethylsilyl)amine. For example, lithium bis(trimethylsilyl)amide (LiHMDS) is prepared using n-butyllithium: [(CH3)3Si]2NH + BuLi → [(CH3)3Si]2NLi
Bis(trimethylsilyl)amine
Chemical compound
and hydrogen bonding due to its cis-amide conformation. NMP is produced industrially by a typical ester-to-amide conversion, by treating gamma-butyrolactone
N-Methyl-2-pyrrolidone
Class of synthetic fiber related to nylon
name refers to the presence of aromatic rings of six carbon atoms. In aramids these rings are connected via amide linkages each comprising a CO group attached
Aramid
Aromatic compound (C4H4N2)
hydroxyl groups yield complications since they exist primarily in the cyclic amide form. For example, 2-hydroxypyrimidine is more properly named 2-pyrimidone
Pyrimidine
Chemical compound
Sodium bis(trimethylsilyl)amide is the organosilicon compound with the formula NaN(Si(CH3)3)2. This species, usually called NaHMDS (sodium hexamethyldisilylamide)
Sodium bis(trimethylsilyl)amide
Sodium_bis(trimethylsilyl)amide
Chemical compound
to the heteroatom. Because of the significant ring strain inherent to a four-membered geometry, the amide bond within 2-azetidinone is considerably more
2-Azetidinone
Common name for flowering plants in the family Convolvulaceae
and/or psychedelic lysergamides ergine (lysergic acid amide; LSA) and isoergine (isolysergic acid amide; iso-LSA), which are closely structurally related
Morning_glory
Chemical compound
hydroxyethylamide (LSH or LAH), also known as lysergic acid N-(α-hydroxyethyl)amide or as lysergic acid methyl carbinolamide, is a lysergamide alkaloid related
Lysergic acid hydroxyethylamide
Lysergic_acid_hydroxyethylamide
Isomers of chemical compounds that interconvert
amide – imidic acid: H−N−C=O ⇌ N=C−O−H (e.g., the latter is encountered during nitrile hydrolysis reactions) lactam – lactim, a cyclic form of amide-imidic
Tautomer
Chemical compound
Articaine is a dental amide-type local anesthetic. It is the most widely used local anesthetic in a number of European countries and is available in many
Articaine
Class of chemical compounds
within their ergoline ring system. The simplest lysergamides are ergine (lysergic acid amide; LSA) and isoergine (iso-lysergic acid amide; iso-LSA). In terms
Lysergamides
Chemical compound
(NHCH2C(O))2. The compound features a six-membered ring containing two amide groups at opposite positions in the ring. It was first compound containing a peptide
2,5-Diketopiperazine
Chemical compound
carbonyl at the second position of the 5-member indoline ring. Classified as a cyclic amide, it is a pale yellow solid. Oxindole is derived in nature
Oxindole
Pharmaceutical compound
3-dimethylaziridin-1-yl)lysergamide or as lysergic acid-(2,3-dimethylaziridinyl)amide, is a chemical compound of the lysergamide family related to lysergic acid
LA-Aziridine
Class of broad-spectrum antibiotics
the production of β-lactamases, enzymes that hydrolyze the amide bond of the β-lactam ring, thereby eliminating the antimicrobial activity of these antibiotics
Β-Lactam_antibiotic
Chemical compound
N,N′-Dimethylpropyleneurea (DMPU) is a cyclic urea sometimes used as a polar, aprotic organic solvent. Along with the dimethylethyleneurea, it was introduced
DMPU
Industrial synthesis of chemical substance
its peripheral carboxyl functions into primary amide groups, excepting that in side chain "f" at ring D, which had to end up as free carboxyl. These conceptually
Vitamin_B12_total_synthesis
Cyclic carboxylic ester
single product. Lactones also react with amines to give the ring-opened alcohol and amide. Lactones can be reduced to diols using lithium aluminium hydride
Lactone
Pharmaceutical compound
LA-3Cl-SB, also known as Cl-LSB or as lysergic acid N-(3-chloro-sec-butyl)amide, is a putative serotonergic psychedelic of the lysergamide family related
LA-3Cl-SB
Chemical production of a pharmaceutical drug
amide in 4 by reaction with ammonia and the next step to lactam 5 is an iodolactamization with iodine initiated by trimethylsilyl triflate. The amide
Oseltamivir_total_synthesis
Chemical compound
organic compound with the chemical formula of C7H7NO. It is the simplest amide derivative of benzoic acid. In powdered form, it appears as a white solid
Benzamide
Pharmaceutical compound
discussed in the literature relates to the effect of the amide on the conformation of the ergoline D ring. For example, it has been noted that the replacement
Descarboxylysergic_acid
Chemical synthesis
indoline system in addition to a tertiary amine, amide, alkene, and an ether moiety. The synthesis of ring II was accomplished by a Fischer indole synthesis
Strychnine_total_synthesis
Digestive enzyme
Chymotrypsin preferentially cleaves peptide amide bonds where the side chain of the amino acid N-terminal to the scissile amide bond (the P1 position) is a large
Chymotrypsin
Chemical reaction mechanism
Chichibabin, 1914) in which pyridine is reacted with an alkali-metal amide such as sodium amide to form 2-aminopyridine. In the compound methyl 3-nitropyridine-4-carboxylate
Nucleophilic aromatic substitution
Nucleophilic_aromatic_substitution
American chemist
Ion and Related Quaternary Ammonium Ions by Sodium Amide Involving Migration into the Ring". J. Am. Chem. Soc. 73 (9): 4122–4131. doi:10.1021/ja01153a022
Charles_R._Hauser
Local anaesthetic drug
may also increase the length of labor. It is a local anaesthetic of the amide group. Bupivacaine was discovered in 1957. It is on the World Health Organization's
Bupivacaine
Multi-component named reaction in organic chemistry
or aldehyde, an amine, an isocyanide and a carboxylic acid to form a bis-amide. The reaction is named after Ivar Karl Ugi, who first reported this reaction
Ugi_reaction
5-membered ring organonitrogen heterocycle
feature a saturated C3N2 nucleus, except for the presence of a urea or amide functional group in the 2 or 4 positions. The 2-imidazolidinones are cyclic
Imidazolidinone
Pharmaceutical compound
on the amide has been described. In addition, UCD0179's analogue without the amide ethyl groups and with a phenyl ring instead of the indole ring has been
UCD0179
Reaction that converts amino acids into a keto-amides
forms the key carbon-carbon bond. Subsequent ring-opening of 6 and decarboxylation give the final keto-amide product. Modern variations on the Dakin–West
Dakin–West_reaction
Chemical reaction
nucleophile, such as an alcohol or amine, to give the corresponding ester or amide, or an olefin, to give a [2+2] cycloaddition adduct. Strong acids do not
Wolff_rearrangement
Heterocyclic aromatic organic compound
pyridine ring occurs in few reactions. One is the Chichibabin reaction, which yields pyridine derivatives aminated at the 2-position. Here, sodium amide is
Pyridine
Production of peptides
production of peptides, compounds where multiple amino acids are linked via amide bonds, also known as peptide bonds. Peptides are chemically synthesized
Peptide_synthesis
Class of organic compounds with general structure RN=C=NR'
for amide and ester formation, especially for solid-phase synthesis of peptides. DCC has achieved popularity mainly because of its high-yielding amide coupling
Carbodiimide
Chemical compound
more stable due to double bond being in a ring and the conjugation with the amide group and the benzene ring. Bayer obtained spirotetramat's first regulatory
Spirotetramat
Epoxide isomerization process
and six-membered rings containing epoxides afford allylic alcohols upon treatment with amide bases; however, reactions of medium-ring epoxides may be complicated
Base-promoted epoxide isomerization
Base-promoted_epoxide_isomerization
Cyclic chemical group (–C6H5)
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula C6H5−, and is often represented by the pseudoelement
Phenyl_group
Type of organic reaction
reaction, the linker between the aromatic ring and the amide nitrogen is an ortho-substituted aromatic ring. This N-acyl 2-aminobiphenyl cyclizes to form
Bischler–Napieralski_reaction
Chemical compound
with the formula (CH2)5C(O)NH. This colourless solid is a lactam (a cyclic amide) of caproic acid. Global demand for this compound is approximately five
Caprolactam
Chemical compound
2-dibromocyclodecane using a strong base such as potassium hydroxide (KOH) or sodium amide (NaNH2) in a high-boiling solvent: 1,2-dibromocyclodecane + 2KOH → cyclodecyne
Cyclodecyne
aromatic substitution reactions, existing substituent groups on the aromatic ring influence the overall reaction rate or have a directing effect on positional
Electrophilic aromatic directing groups
Electrophilic_aromatic_directing_groups
Pharmaceutical compound
PMID 13502837. TABLE 1 Antiserotonin potency of 16 amide-derivatives of d-lysergic acid [...] C. Cyclic amide, derivatives [...] R = [...] Name: d-lysergic
Lysergic_acid_pyrrolinide
Early synthetic polymer developed as a textile fiber
Nylon is a family of synthetic polymers characterized by amide linkages, typically connecting aliphatic or semi-aromatic groups. Nylons are generally
Nylon
Organic ring compound (C3H4)
chloride undergoes dehydrohalogenation upon treatment with the base sodium amide at 80 °C to produce cyclopropene in about 10% yield. CH2=CHCH2Cl + NaNH2
Cyclopropene
Chemical compound
reagent under basic conditions. It is a derivative of the HOAt family of amide bond forming reagents. It is preferred over HATU, because it does not engage
PyAOP_reagent
Compound related to LSD
Lysergic acid 2,4-dimethylazetidide (LA-SS-Az, LSZ) Lysergic acid 2-butyl amide (LSB) 25B-NAcPip Parrish JC (30 October 2007). "Toward a molecular understanding
LA-Pip
Medication to treat cardiac arrhythmias
carboxylic acid derivatives consisting of an amide with a benzamide moiety and a triethylamine attached to the amide nitrogen. In certain lines, the para-amino
Procainamide
Chemical compound
rotate out of the plane of the amide. For the general case of substituted acetoanilides, substituents on the aryl ring affect the balance of intra- vs
Acetoacetanilide
Chemical compound
oxazol-morpholine amide moiety is closest to the extracellular surface. The oxazole ring is the most solvent-exposed substituent, and the morpholine ring has no
Retosiban
Biological molecules constituting nucleic acids
the oxidation reaction. The amide group transfer from glutamine is fueled by ATP hydrolysis. In humans, pyrimidine rings (C, T, U) can be degraded completely
Nucleotide
Pharmaceutical compound
Iso-LSD is also the N,N-diethyl derivative of isoergine (isolysergic acid amide; iso-LSA), a constituent found in morning glory seeds. Iso-LSD is one of
Iso-LSD
Chemical compound
formimine source with Lawesson's reagent (giving a compound with a C-N-P-S- ring). Several incidents in which NDMA was used intentionally to poison another
N-Nitrosodimethylamine
Species of plant
ergoline alkaloids such as ergine (lysergic acid amide; LSA) and isoergine (isolysergic acid amide; iso-LSA). A study reported stereoisomers of ergine
Argyreia_nervosa
Chemical reaction
discovered in 1911 by Guido Pellizzari, and is the organic reaction of an amide and a hydrazide to form a 1,2,4-triazole. The product is similar to that
Pellizzari_reaction
Chemical group (–CH2–C6H5)
fragment possessing the structure R−CH2−C6H5. Benzyl features a benzene ring (C6H6) attached to a methylene group (−CH2−). In IUPAC nomenclature, the
Benzyl_group
Chemical agent and drug construction
synthesis does not contain asymmetric steps. The lactone ring is opened using diethylamine to form amide 2, and the resulting hydroxyl group is protected as
Quinine_total_synthesis
Chemical reaction
Deamidation is a chemical reaction in which an amide functional group in the side chain of the amino acids asparagine or glutamine is removed or converted
Deamidation
Chemical compound
pigment's red component and being a cytotoxic compound. Reduction of the non-amide carbonyl group occurs to give oxindole.[citation needed] Pfitzinger reaction
Isatin
Organochlorine compound (C7H5ClO)
the corresponding esters. Similarly, it reacts with amines to give the amide. It undergoes the Friedel-Crafts acylation with aromatic compounds to give
Benzoyl_chloride
Organic chemical reaction for producing indoles
from the nitrogen of the amide substituent and the extraction of a benzylic hydrogen from the substituent ortho to the amide substituent by a strong base
Madelung_synthesis
Ongoing research into paclitaxel synthesis
baccatin III and an amide tail. The core rings are conveniently called (from left to right) ring A (a cyclohexene), ring B (a cyclooctane), ring C (a cyclohexane)
Paclitaxel_total_synthesis
Drug that binds to and activates nicotinic acetylcholine receptors
be achieved if the fused ring supplies electron resonance to the amide carbonyl, whereas activity is diminished if the ring contains hydrogen-bond donors
Nicotinic_agonist
Opioid analgesic drug
(iv) any substitution on the phenyl rings reduces activity. So dextromoramide, with a pyrrolidine ring on the 1-amide position, a dextro methyl group on
Dextromoramide
Chemical compound
contain a tripeptide structure attached to the basic ergoline ring in the same location as the amide group of the lysergic acid derivatives. This structure consists
Ergoline
Chemical ring forming reaction
reactant molecules join. If the starting halide is an α-halo amide, the product is an α,β-epoxy amide. If an α-halo ketone is used, the product is an α,β-epoxy
Darzens_reaction
Chemical group (NH2)
radical, ·NH2, also known as the aminyl or azanyl, is the neutral form of the amide ion (NH−2). Aminyl radicals are highly reactive and consequently short-lived
Amino_radical
Organic compounds with a carbon-carbon-oxygen ring
the ether forms a three-atom ring: two atoms of carbon and one atom of oxygen. This triangular structure has substantial ring strain, making epoxides highly
Epoxide
Chemical compound
is a polar aprotic solvent with better hydrocarbon solubility than other amide solvents, and 2,2,6,6-tetramethylpiperidine is a highly sterically hindered
Piperidine
Chemical compounds and groups containing nitrogen with a lone pair (:N)
−⏟substituted-ammoniumcarboxylate salt→dehydrationheatN|R2RA1 |−CO‖−RA3⏟amide+HA2O⏟water Amines undergo sulfamation upon treatment with sulfur trioxide
Amine
Chemical compound
University. It is a structural isomer of LSD, with the two ethyl groups on the amide nitrogen having been replaced by a single sec-butyl group, joined at the
Lysergic_acid_2-butylamide
Class of enzymes
carbon in the ring. Lactam is a blend of lactone (from the Latin lactis, milk, since lactic acid was isolated from soured milk) and amide. The suffix -ase
Beta-lactamase
Chemical compound
N-Benzoyl-N′-phenylurea (BPU) consists of a urea core with a benzoyl amide on one nitrogen and a phenyl group on the other. It is the parent compound
N-Benzoyl-N'-phenylurea
Organic compounds of the form >C=N–OH
primary amines. In general, oximes can be changed to the corresponding amide derivatives by treatment with various acids. This reaction is called Beckmann
Oxime
Nucleotide containing ribose as its pentose component
Enzyme SAICAR synthetase, along with amino group from aspartate forms an amide bond to create N-succinyl-5-aminoimidazole-4-carboxamide ribonucleotide
Ribonucleotide
Angle in physical organic chemistry
center in an organic ketone, but now extending to aldehyde, ester, and amide carbonyls, and to alkenes (olefins) as well. The angle was named after crystallographers
Bürgi–Dunitz_angle
Chemical compound
of 4-nitrophenol may serve as activated components for construction of amide moieties. In drug chemistry (medicine), 4-nitrophenol finds utility in the
4-Nitrophenol
Functional group
Hydroxymethyl Side-Chain Induced Backbone Conformational Shifts of L-Serine Amide. All ab Initio Conformers of For L-Ser-NH2". Journal of the American Chemical
Hydroxymethyl_group
Type of sugar molecule
instance glycal, activated by thianthrene-5-oxide and Tf2O is treated with an amide nucleophile and a glycosyl acceptor to produce various 1,2-trans C-2-amidoglycosides
Amino_sugar
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AMIDE RING
AMIDE RING
AMIDE RING
AMIDE RING
AMIDE RING
AMIDE RING
AMIDE RING
AMIDE RING
AMIDE RING
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