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Organic ring compound (C4H4NH)
Pyrrole is a heterocyclic, aromatic, organic compound, a five-membered ring with the formula C4H4NH. It is a colorless volatile liquid that darkens readily
Pyrrole
Chemical reaction
substituted furans, pyrroles, or thiophenes from 1,4-diketones. It is a synthetically valuable method for obtaining substituted furans and pyrroles, which are
Paal–Knorr_synthesis
Chemical reaction
The Knorr pyrrole synthesis is a widely used chemical reaction that synthesizes substituted pyrroles (3). The method involves the reaction of an α-amino-ketone
Knorr_pyrrole_synthesis
Chemical compound
Pyrrole-2-carboxylic acid is an organic compound with the formula HNC4H3CO2H. It is one of two monocarboxylic acids of pyrrole. It is a white solid. It
Pyrrole-2-carboxylic_acid
Chemical reaction
substituted pyrroles (3). Pyrroles are found in a variety of natural products with biological activity, so the synthesis of substituted pyrroles has important
Hantzsch_pyrrole_synthesis
Chemical compound
Pyrrole–imidazole polyamides (PIPs) are a class of polyamides have the ability to bind to minor grooves found in the DNA helix. Scientists are experimenting
Pyrrole–imidazole_polyamides
Molecule with one or more rings composed of different elements
unstrained organic 5- and 6-membered rings. Included are pyridine, thiophene, pyrrole, and furan. Another large class of organic heterocycles refers to those
Heterocyclic_compound
Class of enzymes
Pyrrole-2-carboxylate monooxygenase (EC 1.14.13.130, pyrrole-2-carboxylate oxygenase) is an enzyme with systematic name pyrrole-2-carboxylate,NADH:oxygen
Pyrrole-2-carboxylate monooxygenase
Pyrrole-2-carboxylate_monooxygenase
Pyrrole-2-carboxylate decarboxylase (EC 4.1.1.93) is an enzyme with systematic name pyrrole-2-carboxylate carboxy-lyase. This enzyme catalyses the following
Pyrrole-2-carboxylate decarboxylase
Pyrrole-2-carboxylate_decarboxylase
Chemical compound
isoelectronic to and related to pyrrole except that an arsenic atom is substituted for the nitrogen atom. Whereas the pyrrole molecule is planar, the arsole
Arsole
Chemical compound
N-Methyl-2-pyrrolidone (NMP) is an organic compound consisting of a 5-membered lactam. It is a colorless liquid, although impure samples can appear yellow
N-Methyl-2-pyrrolidone
Name reaction in organic chemistry
reaction describes the conversion of pyrrole into halogenated pyridines. Using the example reaction of chloroform with pyrrole in potassium hydroxide, the mechanism
Ciamician–Dennstedt rearrangement
Ciamician–Dennstedt_rearrangement
Type of chemical compound
heterocyclic, macrocyclic, organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (=CH−)
Porphyrin
Polymer
Polypyrrole (PPy) is an organic polymer obtained by oxidative polymerization of pyrrole. It is a solid with the formula H(C4H2NH)nH. It is an intrinsically conducting
Polypyrrole
Class of chemical compounds
pyrrole or pyrrole-like rings. The pyrrole/pyrrole derivatives are linked by (=CH− or −CH2− units), in either a linear or a cyclic fashion. Pyrroles are
Tetrapyrrole
Chemical compound
Isoindole is a heterocyclic compound consisting of a benzene ring fused with pyrrole along the carbon-carbon bond furthest from its nitrogen atom. The compound
Isoindole
Reaction in organic chemistry
The Barton–Zard reaction is a route to pyrrole derivatives via the reaction of a nitroalkene with an α-isocyanide under basic conditions. It is named
Barton–Zard_reaction
Chemical compound
structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indoles are derivatives of indole where one or more of the hydrogen
Indole
Rothemund reaction is a condensation/oxidation process that converts four pyrroles and four aldehydes into a porphyrin. It is based on work by Paul Rothemund
Rothemund_reaction
Class of chemical compounds
position of the double bond. Pyrrolines are formally derived from the aromate pyrrole by hydrogenation. 1-Pyrroline is a cyclic imine, and 3-pyrroline is a symmetrical
Pyrroline
Class of chemical compounds
strategy would be to start with a Boc (tert-butoxycarbonyl) protected pyrrole molecule and use specific reaction for synthesis into the desired compound
Pyrrolizidine_alkaloid
Class of enzymes
catalyses the inversion of the final pyrrole unit (ring D) of the linear tetrapyrrole molecule, linking it to the first pyrrole unit (ring A), thereby generating
Uroporphyrinogen_III_synthase
Chemical Reaction
the Trofimov reaction is a reaction used to synthesize 2,3-disubstituted pyrroles from ketoximes and acetylene using the superbase medium potassium hydroxide
Trofimov_reaction
Sulfur-containing aromatic compound
analogous to thiophene include furan (C4H4O), selenophene (C4H4Se) and pyrrole (C4H4NH), which each vary by the heteroatom in the ring. Thiophene was
Thiophene
Chemical compound
Succinimide is an organic compound with the formula (CH2)2(CO)2NH. This white solid is used in a variety of organic syntheses, as well as in some industrial
Succinimide
Mammalian protein found in Homo sapiens
Indoleamine-pyrrole 2,3-dioxygenase (IDO or INDO EC 1.13.11.52) is a heme-containing enzyme physiologically expressed in a number of tissues and cells
Indoleamine_2,3-dioxygenase
derivatives of pyrrole and thiophene are of interest in molecular electronics. Metalloles, which can also be viewed as structural analogs of pyrrole, include:
Metallole
Chemical compound
It can be viewed as a structural analog of pyrrole, with antimony replacing the nitrogen atom of pyrrole. Stibole itself has not been isolated, but many
Stibole
naturally occurring compounds with a tetrapyrrole core, a macrocycle of four pyrrole rings connected by four methylene bridges. They can be viewed as derived
Porphyrinogen
Chemical reaction
course of halogen dance reactions. Electrophilic aromatic substitution of pyrrole has long intrigued chemists due to a discrepancy between observed C2-substitution
Halogen_dance_rearrangement
British chemist
chemist most famous for her work on plant pigments; the Piloty-Robinson Pyrrole Synthesis, which is named for her; her syntheses of fatty acids; and her
Gertrude_Maud_Robinson
Chemical compound
methyl groups are located on the carbon centers that interconnect the four pyrrole rings. Also unlike porphyrins, the porphyrinogens are highly ruffled. The
Meso-Octamethylporphyrinogen
Chemical compound
compound with the chemical formula C 4H 4PH; it is the phosphorus analog of pyrrole. The term phosphole also refers to substituted derivatives of the parent
Phosphole
Parent chemical compound of certain fluorescent dyes
are accessed from a suitable pyrrole derivatives by several methods. Normally, one alpha-position in employed pyrroles is substituted and the other is
BODIPY
Species of edible plant
and thus appear colored. The two-pyrrole molecule looks red, the three-pyrrole molecule looks blue, and the four-pyrrole molecule looks green (like chlorophyll
Garlic
Chemical compound
5-Bis(hydroxymethyl)pyrrole is an organic chemical compound with formula C6H9O2N, or (HOCH2)2(C4H3N). Its molecule can be described as that of pyrrole C4H5N with
2,5-Bis(hydroxymethyl)pyrrole
Heterocyclic organic compound,
for benzene and related heterocycles thiophene and pyrrole. The resonance energies of benzene, pyrrole, thiophene, and furan are, respectively, 152, 88
Furan
Chemical compound
chlorophyll a. It lacks the phytol side-chain of chlorophyll and the reduced pyrrole in ring D. Protochlorophyllide is highly fluorescent; mutants that accumulate
Protochlorophyllide
Aromatic organic compounds consisting only of a conjugated planar ring system
Simple monocyclic aromatic rings are usually five-membered rings like pyrrole or six-membered rings like pyridine. Fused bicyclic molecules consist of
Simple_aromatic_ring
Examples of non-basic nitrogen-containing aromatic rings are pyrrole and indole. Pyrrole contains a lone pair that is part of the pi-conjugated system
Basic_aromatic_ring
Addition reaction used to form C–C bonds
organic transformations, including the Paal–Knorr synthesis of furans and pyrroles. Traditionally utilized catalysts for the Stetter reaction are thiazolium
Stetter_reaction
Chemical compound
compound with formula C 9H 8N 2 whose skeleton can be described as two pyrrole rings C 4N connected by a methyne bridge =CH– through their nitrogen-adjacent
2,2'-Dipyrromethene
Chemical compound
ropyl}-4-(2-methylpropyl)-3,4,5,5a,6,7,8,8a-octahydro-2H-oxepino[2,3-c]pyrrole-8-carboxamide Identifiers 3D model (JSmol) Interactive image ChemSpider
Iboxamycin
+ 2-oxoglutarate ⇌ {\displaystyle \rightleftharpoons } 3,4-dihydro-2H-pyrrole-2-carboxylate + L-glutamate + H2O Thus, the two substrates of this enzyme
Ornithine(lysine) transaminase
Ornithine(lysine)_transaminase
Chemical coordination complex of an iron ion chelated to a porphyrin
hemoglobin, which carries oxygen in the bloodstream. It is composed of four pyrrole rings with two vinyl and two propionic acid side chains. Heme is biosynthesized
Heme
Metabolite of the amino acid tryptophan
tryptophan. The chemical structure is defined by an indole—a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom
Tryptamine
Vinegar-preserved garlic of Chinese tradition
The exact color depends on the number of pyrrole rings and the amino acids involved. When four of the pyrrole rings have been joined together, the resulting
Laba_garlic
Genus of marine worm-like animals
for the production and accumulation of various halogenated phenols and pyrroles. The follow species are recognized in this genus: Saccoglossus apantesis
Saccoglossus
Medical condition
even at low blood levels. It is a rare blood condition in which the β-pyrrole ring of the hemoglobin molecule has the ability to bind irreversibly to
Sulfhemoglobinemia
Phylum of marine deuterostome animals
for their production and accumulation of various halogenated phenols and pyrroles. Pterobranchs are filter-feeders, mostly colonial, living in a collagenous
Hemichordate
Chemical compound
indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. It is a metabolite of tryptamine
Indole-3-acetaldehyde
Chemical compound
Maleimide Names IUPAC name Maleimide Preferred IUPAC name 1H-Pyrrole-2,5-dione Other names 2,5-Pyrroledione Identifiers CAS Number 541-59-3 Y 3D model
Maleimide
Chemical compound
2F-Viminol is a pyrrole derived opioid analgesic drug, which was originally developed by a team at the drug company Zambon in the 1960s. It is around
2F-Viminol
Chemical compound
Paine, John B.; Dolphin, David (1985-12-01). "Pyrrole chemistry. An improved synthesis of ethyl pyrrole-2-carboxylate esters from diethyl aminomalonate"
Diethyl_malonate
Chemical compound
heterocyclic and aromatic. The molecule is a flat macrocycle, consisting of four pyrrole-like rings joined by four methine bridges, which makes it the simplest
Porphine
Topics referred to by the same term
alcohol to give a glycoside Knorr pyrrole synthesis, a widely used chemical reaction that synthesizes substituted pyrroles Paal–Knorr synthesis, a reaction
Knorr
Aripiprazole Abilify quinolone N05AX12 Asenapine Saphris dibenzo-oxepino pyrrole N05AH05 Blonanserin Lonasen Brexpiprazole Rexulti quinolone N05AX16 Cariprazine
List_of_antipsychotics
Organophosphorus compound
of either four pyrroles with inward-facing nitrogens and a phosphorus atom at their core or porphyrins with one of the four pyrroles substituted for
Phosphorus_porphyrin
ACE inhibitor medication
nylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid CAS Number 87333-19-5 Y PubChem CID 5362129 IUPHAR/BPS
Ramipril
Chemical compound
acid Other names 2,5-Dihydro-3-(1-methylethyl)-2,5-dioxo-1H-pyrrole-1-propanoic acid Identifiers CAS Number 1175521-35-3 3D model (JSmol) Interactive
Farinomalein
Species of flowering plant
of kaempferol and isorhamnetin. They also contain caffeoylmalic and two pyrrole acids. It is in a different family from Anacyclus pyrethrum, also called
Parietaria_officinalis
Chemical compound
heterocyclic compound featuring a fused structure composed of a five-membered pyrrole ring, a benzene ring, and a cyclohexane ring, making it a partially saturated
Tetrahydrocarbazole
Red paint made from the madder plant
Benzamida carmine (PR176) Perylene maroon (PR179), for mixing dull violets Pyrrole rubine (PR264) Quinacridone magenta (PR122), for a brighter violet Quinacridone
Rose_madder
Chemical compound
3-d]pyrimidin-4-yl)amino]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrole-2-carboxamide CAS Number 1445987-21-2 Y PubChem CID 71622431 ChemSpider
Ivarmacitinib
Chemical compound
Huffman. In the United States, CB1 receptor agonists of the 3-(1-naphthoyl)pyrrole class such as JWH-030 are Schedule I Controlled Substances. JWH-145 "Stoffe
JWH-030
Pharmaceutical compound
benzene component of the indole ring has been removed, leaving only a pyrrole ring. The compound is also related to other arylalkylamines as well as
3-Pyrrolylethylamine
Nitrogen-containing biological compounds that form nucleosides
isoguanine and isocytosine or the fluorescent 2-amino-6-(2-thienyl)purine and pyrrole-2-carbaldehyde. In medicine, several nucleoside analogues are used as anticancer
Nucleotide_base
Chemical compound
class of compounds with four independent pyrrole rings. Specifically, the molecule can be described as four pyrrole molecules C4H5N connected in an open chain
Bilane
Chemical compound
(C15H22N2O). It possesses a unique bicyclic structure, combining an indole and a pyrrole ring system. It is used in the synthesis of various alkaloids. Discovery
Eserethole
German chemist (1859–1921)
the Paal–Knorr synthesis, and the Knorr quinoline synthesis and Knorr pyrrole synthesis are also named after him. The synthesis in 1883 of the analgesic
Ludwig_Knorr
Chemical compound
Lamellarins are a group of pyrrole alkaloids first isolated in 1985 from the marine mollusk Lamellaria in the waters of Palau. Over 70 lamellarins and
Lamellarin_D
own porphyrin work, Rothemund had graduate students who studied other pyrrole-based structures, including a project that demonstrated the macrocyclic
Paul Rothemund (chemist, born 1904)
Paul_Rothemund_(chemist,_born_1904)
Chemical compound
Other names Coumamycin ATC code none Identifiers IUPAC name 3-methyl-1H-pyrrole-2,4-diyl)bis[carbonylimino(4-hydroxy-8-methyl-2-oxo-2H-chromene-3,7-diyl)oxy(2R
Coumermycin_A1
Chemical reaction which attaches an electrophile to an aromatic ring
reacts by ipso substitution. Compared to benzene, furans, thiophenes, and pyrroles are more susceptible to electrophilic attack.[dubious – discuss][citation
Electrophilic aromatic substitution
Electrophilic_aromatic_substitution
parent structure of porphyrin, highlighted. (Several other choices of atoms, through the pyrrole nitrogens, for example, also give 18-electron cycles.)
Sonodynamic_therapy
Organic pigment
and pigments based on the heterocyclic dilactam 2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione, DPP has high stability to heat but not to acid and base. The
Diketopyrrolopyrrole_dye
German chemist (1857–1935)
multi-component organic reaction, is named after him, as is the Hantzsch pyrrole synthesis and the Hantzsch thiazole synthesis. His surname is correctly
Arthur_Rudolf_Hantzsch
Form of alternative medicine
from the term mauve factor) involves hypothetical excessive levels of pyrroles in the body resulting from improper hemoglobin synthesis. Carl Pfeiffer
Orthomolecular_psychiatry
Chemical reaction including condensation
the biological feedstock. Nucleophilic aromatic rings such as indole or pyrrole give products in high yields and mild conditions, while less nucleophilic
Pictet–Spengler_reaction
Cyclic nitrogen compound with formula HN5
azole compounds containing one to five nitrogen atoms. This set contains pyrrole, imidazole, pyrazole, triazoles, tetrazole, and pentazole. Substituted
Pentazole
Class of chemical compounds
compounds based on the skeleton of corrin, a cyclic system containing four pyrrole rings similar to porphyrins. These include compounds based on octadehydrocorrin
Corrinoid
Chemical reaction
ability to produce indoles substituted on both the carbocyclic ring and the pyrrole ring, which is difficult to do with the Leimgruber-Batcho indole synthesis
Bartoli_indole_synthesis
Macromolecule with repeating units linked by amide bonds
from glycols and dinitriles using this method as well. Polyamide-imide Pyrrole–imidazole polyamides Palmer, R. J. 2001. Polyamides, Plastics. Encyclopedia
Polyamide
Index of chemical compounds with the same molecular formula
mass: 67.04220 u) may refer to: Allyl cyanide Methacrylonitrile (MeAN) Pyrrole Cyclopropyl cyanide This set index page lists chemical structure articles
C4H5N
Chemical compound
1-Pyrroline-5-carboxylic acid (systematic name 3,4-dihydro-2H-pyrrole-2-carboxylic acid) is a cyclic imino acid. Its conjugate base and anion is
1-Pyrroline-5-carboxylic_acid
Chemical compound
Germany. In the United States, CB1 receptor agonists of the 3-(1-naphthoyl)pyrrole class such as JWH-307 are Schedule I Controlled Substances. JWH-147 Huffman
JWH-307
Chemical compound
As such, they can be viewed as structural analogs of cyclopentadiene, pyrrole or furan, with boron replacing a carbon, nitrogen and oxygen atom respectively
Borole
Chemical compound
also the precursor for the synthesis of the methylimidazole monomer of pyrrole-imidazole polyamides. These polymers can selectively bind specific sequences
1-Methylimidazole
Arsole (C4H5As), an analogue of pyrrole in which an arsenic atom replaces the nitrogen atom. The aromaticity of arsoles has been debated for many years
List of chemical compounds with unusual names
List_of_chemical_compounds_with_unusual_names
Canadian federal drug regulation act
3-(1-naphthoyl)pyrrole structure with substitution at the nitrogen atom of the pyrrole ring, whether or not further substituted on the pyrrole ring to any
Controlled Drugs and Substances Act
Controlled_Drugs_and_Substances_Act
Organic compound derived from maleic acid
N-Ethylmaleimide Names Preferred IUPAC name 1-Ethyl-1H-pyrrole-2,5-dione Other names Ethylmaleimide Identifiers CAS Number 128-53-0 Y 3D model (JSmol)
N-Ethylmaleimide
Chemical compound
center. The corrin ring resembles the porphyrin ring. Both feature four pyrrole-like subunits organized into rings. Corrins have a central 15-membered
Corrin
Chemical compound
2-methylbenzaldehyde undergoes BF3-induced Rothemund condensation with pyrrole to give atropoisomers of tetrakis(o-tolyl)porphyrin. It is one of main
2-Methylbenzaldehyde
Chemical compound
Indolo(2,3-a)pyrrole(3,4-c)carbazoles. These fall into two classes - halogenated (chlorinated) and non-halogenated. Halogenated indolo(2,3-a)pyrrole(3,4-c)carbazoles
Staurosporine
Powder mixture in laser printers
pyrrole, a contaminant created during manufacture of the carbon black used in black toner, manufacturing processes were changed to eliminate pyrrole from
Toner_(printing)
Molecule
Burton, D. E. (1981). "Bromination and chlorination of pyrrole and some reactive 1-substituted pyrroles". J. Org. Chem. 46 (11): 2221. doi:10.1021/jo00324a005
N-Bromosuccinimide
Chemical compound
benzaldehyde and pyrrole to react in a sealed bomb at 150 °C for 24 h. Adler and Longo modified the Rothemund method by allowing benzaldehyde and pyrrole to react
Tetraphenylporphyrin
Stomach acid suppressing medication
Ilaprazole (trade name Noltec) is a proton pump inhibitor (PPI) used in the treatment of dyspepsia, peptic ulcer disease (PUD), gastroesophageal reflux
Ilaprazole
Intermediate in the synthesis of porphyrins
abbreviated as HMB. The compound is a substituted bilane, a chain of four pyrrole rings interconnected by methylene bridges −CH2−. The chain starts with
Hydroxymethylbilane
Class of medications
date. Lumateperone (Caplyta) Asenapine (Saphris) – Of the dibenzo-oxepino pyrrole class of atypical antipsychotics. Used for the treatment of schizophrenia
Antipsychotic
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