Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H5N |
| Molecular Weight | 67.0892 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N1C=CC=C1
InChI
InChIKey=KAESVJOAVNADME-UHFFFAOYSA-N
InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H
| Molecular Formula | C4H5N |
| Molecular Weight | 67.0892 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
https://translate.google.ru/#view=home&op=translate&sl=en&tl=ru&text=Pyrrole%20is%20a%20five-membered%20aromatic%20heterocyclic%20compound%2C%20which%20contains%20one%20nitrogen%20atom.%20Pyrrole%20is%20a%20colorless%20volatile%20liquid%20that%20darkens%20readily%20upon%20exposure%20to%20air%20and%20is%20usually%20purified%20by%20distillation%20immediately%20before%20use.%20Due%20to%20its%20aromatic%20character%2C%20pyrrole%20is%20difficult%20to%20hydrogenate%2C%20does%20not%20easily%20react%20as%20a%20diene%20in%20Diels%E2%80%93Alder%20reactions%2C%20and%20does%20not%20undergo%20usual%20olefin%20reactions.%20Its%20reactivity%20is%20similar%20to%20that%20of%20benzene%20and%20aniline%2C%20in%20that%20it%20is%20easy%20to%20alkylate%20and%20acylate.%20Under%20acidic%20conditions%2C%20pyrroles%20polymerize%20easily%2C%20and%20thus%20many%20electrophilic%20reagents%20that%20are%20used%20in%20benzene%20chemistry%20are%20not%20applicable%20to%20pyrroles.%20Pyrrole%20and%20its%20derivatives%20(pyrroles)%20are%20widely%20used%20as%20an%20intermediate%20in%20the%20synthesis%20of%20pharmaceuticals%2C%20medicines%2C%20agrochemicals%2C%20dyes%2C%20photographic%20chemicals%2C%20perfumes%2C%20and%20other%20organic%20compounds.%20For%20example%2C%20chlorophyll%20and%20heme%20are%20the%20derivatives%20which%20are%20made%20by%20four%20pyrrole%20ring%20formation%20of%20the%20porphyrin%20ring%20system.%20Pyrrole%20is%20a%20precursor%20to%20the%20nonsteroidal%20anti-inflammatory%20drug%20tolmetin.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The heme environment of recombinant human indoleamine 2,3-dioxygenase. Structural properties and substrate-ligand interactions. | 2002-05-03 |
|
| Purification and molecular characterization of cGMP-dependent protein kinase from Apicomplexan parasites. A novel chemotherapeutic target. | 2002-05-03 |
|
| Five-coordinate iron(III) porphycenes: (1)H NMR, magnetic, and structural studies. | 2002-04-08 |
|
| Immobilization of glucose oxidase in polypyrrole/polytetrahydrofuran graft copolymers. | 2002-04-08 |
|
| Investigation on the nature of the adsorption sites of pyrrole in alkali-exchanged zeolite y by nuclear magnetic resonance in combination with infrared spectroscopy. | 2002-04-03 |
|
| Heme distortions in sperm-whale carbonmonoxy myoglobin: correlations between rotational strengths and heme distortions in MD-generated structures. | 2002-04-03 |
|
| Determination of thiols by capillary electrophoresis with amperometric detection at a coenzyme pyrroloquinoline quinone modified electrode. | 2002-03-15 |
|
| 3-(1H-Pyrrol-1-yl)-2-oxazolidinones as reversible, highly potent, and selective inhibitors of monoamine oxidase type A. | 2002-03-14 |
|
| Missing-link macrocycles: hybrid heterocalixarene analogues formed from several different building blocks. | 2002-03-01 |
|
| Spectroscopy, electrochemistry, and molecular orbital calculations of metal-free tetraazaporphyrin, -chlorin, -bacteriochlorin, and -isobacteriochlorin. | 2002-03-01 |
|
| Porphyrin architectures bearing functionalized xanthene spacers. | 2002-02-22 |
|
| To what extent can aromaticity be defined uniquely? | 2002-02-22 |
|
| Palladium-catalyzed stereocontrolled vinylation of azoles and phenothiazine. | 2002-02-21 |
|
| Phenanthroline complexes bearing fused dipyrrolylquinoxaline anion recognition sites: efficient fluoride anion receptors. | 2002-02-20 |
|
| Minor groove DNA binders as antimicrobial agents. 1. Pyrrole tetraamides are potent antibacterials against vancomycin resistant Enterococci [corrected] and methicillin resistant Staphylococcus aureus. | 2002-02-14 |
|
| A Birch-like mechanism in enzymatic benzoyl-CoA reduction: a kinetic study of substrate analogues combined with an ab initio model. | 2002-02-12 |
|
| Novel photodegradation of the antifungal antibiotic pyrrolnitrin in anhydrous and aqueous aprotic solvents. | 2002-02-08 |
|
| Conversion of L-proline to pyrrolyl-2-carboxyl-S-PCP during undecylprodigiosin and pyoluteorin biosynthesis. | 2002-02 |
|
| A new pyrrole alkaloid from seeds of Castanea sativa. | 2002-02 |
|
| Activation barriers to meso-aryl group rotation in titanyl tetraaryltetrapyrroles. An investigation of the out-of-plane flexibility of hydroporphyrins. | 2002-01-28 |
|
| Water-soluble, core-modified porphyrins as novel, longer-wavelength-absorbing sensitizers for photodynamic therapy. II. Effects of core heteroatoms and meso-substituents on biological activity. | 2002-01-17 |
|
| Observation of an isotope-sensitive low-frequency Raman band specific to metmyoglobin. | 2002-01 |
|
| Strategic issues in reliable sensing. | 2002-01 |
|
| Reagentless biosensing using electrochemical impedance spectroscopy. | 2002-01 |
|
| Polypyrrole-hydrogel composites for the construction of clinically important biosensors. | 2002-01 |
|
| Chromium corroles in four oxidation States. | 2001-12-17 |
|
| Synthesis and biological activity of L-tyrosine-based PPARgamma agonists with reduced molecular weight. | 2001-12-17 |
|
| Theoretical study of stability, structures, and aromaticity of multiply N-confused porphyrins. | 2001-12-14 |
|
| A C-H...O=C hydrogen bond? Intramolecular hydrogen bonding in a novel semirubin. | 2001-12-14 |
|
| Spectrothermodynamic relationship of cationic vs anionic species derived from protonation vs deprotonation of pyrrolo-aza-aromatic bases in homologous series. | 2001-12-05 |
|
| Tetraphenylbenziporphyrin--a ligand for organometallic chemistry. | 2001-12-03 |
|
| Figure-eight tetrathiaoctaphyrin and dihydrotetrathiaoctaphyrin. | 2001-12-03 |
|
| Effects of anticancer drugs on transcription in vitro. | 2001-11-29 |
|
| Synthesis of 3-pyrrolines, annulated 3-pyrrolines, and pyrroles from alpha-amino allenes. | 2001-11-29 |
|
| Promotion of neural cell adhesion by electrochemically generated and functionalized polymer films. | 2001-11-15 |
|
| (2-Fluorophenylimino)tri(1-pyrrolyl)phosphorane. | 2001-11 |
|
| A remarkable skeletal rearrangement of a coordinated tetrapyrrole: chemical consequences of palladium pi-coordination to a bilindione. | 2001-10-31 |
|
| A novel one-pot pyrrole synthesis via a coupling-isomerization-Stetter-Paal-Knorr sequence. | 2001-10-18 |
|
| Single-molecule vibrations, conformational changes, and electronic conductivity of five-membered heterocycles. | 2001-10-17 |
|
| Hypoxia-selective antitumor agents. 16. Nitroarylmethyl quaternary salts as bioreductive prodrugs of the alkylating agent mechlorethamine. | 2001-10-11 |
|
| Formaldehyde oxime <--> nitrosomethane tautomerism. | 2001-10-05 |
|
| DNA structural perturbation induced by the CPI-derived DNA interstrand cross-linker: molecular mechanisms for the sequence specific recognition. | 2001-10 |
|
| Synthesis of porphobilinogen via a novel ozonide cleavage reaction. | 2001-09-26 |
|
| Aromatic dienophiles. 1. A theoretical study of an inverse-electron demand Diels-Alder reaction between 2-aminopyrrole and 1,3,5-triazine. | 2001-09-07 |
|
| Asymmetric total synthesis of ent-(-)-roseophilin: assignment of absolute configuration. | 2001-09-05 |
|
| Studies on DNA cleavage by cytotoxic pyrrole alkaloids reveal the distinctly different behavior of roseophilin and prodigiosin derivatives. | 2001-09-03 |
|
| Dynamic study of metal-ion incorporation into porphyrins based on the dynamic characterization of metal ions and on sitting-atop complex formation. | 2001-08 |
|
| Synthesis and biological evaluation of nonylprodigiosin and macrocyclic prodigiosin analogues. | 2001-01-08 |
|
| Prediction of co-regulated genes in Bacillus subtilis on the basis of upstream elements conserved across three closely related species. | 2001 |
|
| The role of chlorophyll b in photosynthesis: hypothesis. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:49:12 GMT 2025
by
admin
on
Mon Mar 31 18:49:12 GMT 2025
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| Record UNII |
86S1ZD6L2C
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| Record Status |
Validated (UNII)
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| Record Version |
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JECFA EVALUATION |
PYRROLE
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109-97-7
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62777
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1313
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DTXSID5021910
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m9398
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86S1ZD6L2C
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35556
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PYRROLE
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86S1ZD6L2C
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19203
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203-724-7
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1338938
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8027
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