Pyrrol-2-carbonsure

Pyrrole-2-Carboxylic Acid

HCID 12473CAS 634-97-9

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Grundinformationen

Standard-SMILES: O=C(O)c1ccc[nH]1
InChIKey: WRHZVMBBRYBTKZ-UHFFFAOYSA-N
Summenformel: C5H5NO2
Durchschnittliche Molmasse: 111,1 g/mol
Monoisotopische Masse: 111,0320284

Überblick

Pyrrole-2-carboxylic acid is a pyrrolecarboxylic acid that is 1H-pyrrole carrying a carboxy substituent at position 2. It has a role as a plant metabolite. It is a conjugate acid of a pyrrole-2-carboxylate.

Namen und Bezeichner

Bevorzugter Name: Pyrrole-2-Carboxylic Acid
IUPAC: 1H-pyrrole-2-carboxylic acid
Lokaler Name: Pyrrol-2-carbonsure
Englischer Name: Pyrrole-2-carboxylic acid
Summenformel: C5H5NO2
Molmasse: 111.1

Namen und Synonyme

PYRROLE-2-CARBOXYLIC ACID634-97-91H-Pyrrole-2-carboxylic acidMinaline2-Pyrrolecarboxylic acidMinalin2NNB85QQT9NSC-48130CHEBI:36751DTXSID50212813RefChem:483441DTXCID80135304

Weitere Namen anzeigen

2-MialineH-PYL(2)-OHH-PYLE(2)-OH2-CARBOXYPYRROLETIMTEC-BB SBB004332RARECHEM AL BO 11902-Carboxy-1H-pyrrole

211-221-9Pyrrole-2-carboxylicacidMFCD00005219CHEMBL5090271H-Pyrrolecarboxylic acidPYC2-minalin2-Minaline

Datenbank-Bezeichner

CAS: 634-97-9
PubChem CID: 12473
DTXSID: DTXSID50212813
ChEMBL: CHEMBL509027
ChEBI: CHEBI:36751
UNII: 2NNB85QQT9
EC Number: 211-221-9
Nikkaji: J1.713B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,8
Polarare Oberfläche (TPSA): 53,1 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 1
Schwere Atome: 8
Formalladung: 0
Komplexität: 103

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesBoiling point

LogP0.85

Physical DescriptionSolid

Collision Cross Section · 2 Einträge

113.8 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

114.3 Å² [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt: 204 · 204-208 °C (dec.) (lit.)
Siedepunkt: 340.3 · 340.3±15.0 °C(Predicted)
Dichte: 0.862 · 0.862
Brechungsindex: 1.441 · 1.441-1.445
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Soluble in methanol.
Aggregatzustand: Powder
pka: 4.45 · 4.45(at 20℃)
Farbe: White to off-white to pale pink
BRN: 80825 · 80825
InChI: InChI=1S/C5H5NO2/c7-5(8)4-2-1-3-6-4/h1-3,6H,(H,7,8)
InChIKey: WRHZVMBBRYBTKZ-UHFFFAOYSA-N
SMILES: N1C=CC=C1C(O)=O
CAS Datenbank: 634 · 634-97-9(CAS DataBase Reference)
NIST chemische Informationen: -2 · Pyrrole-2-carboxylic acid(634-97-9)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information1H-Pyrrole-2-carboxylic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29339900
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36-37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenPyrrole-2-carboxylic acid is small amphoteric polar metabolite produced by many Streptomyces species, often co-produced with its dimer, pyrocoll. Pyrrole-2-carboxylic acid is an important dereplication standard in discovery, displaying a distinctive UV spectrum and a broad range of biological activities, albeit weak. More recently, pyrrole-2-carboxylic has demonstrated antiparasitic activity against Trypanosomes by selective proline racemase inhibition and has potent antifungal activity against Phytophthora.