Methyl 5-hydroxypyridine-3-carboxylate

HCID 354317CAS 30766-22-4

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Grundinformationen

Standard-SMILES: COC(=O)c1cncc(O)c1
InChIKey: KJJSHOHQQHACLE-UHFFFAOYSA-N
Summenformel: C7H7NO3
Durchschnittliche Molmasse: 153,14 g/mol
Monoisotopische Masse: 153,04259308

Namen und Bezeichner

Bevorzugter Name: Methyl 5-hydroxypyridine-3-carboxylate
IUPAC: methyl 5-hydroxypyridine-3-carboxylate
Englischer Name: Methyl 5-hydroxynicotinate
Summenformel: C7H7NO3
Molmasse: 153.14

Namen und Synonyme

methyl 5-hydroxypyridine-3-carboxylateKJJSHOHQQHACLE-UHFFFAOYSA-RefChem:817114624-612-8InChI=1/C7H7NO3/c1-11-7(10)5-2-6(9)4-8-3-5/h2-4,9H,1H3Methyl 5-hydroxynicotinate30766-22-4Methyl 5-Hydroxy-3-pyridinecarboxylate5-Hydroxynicotinic Acid Methyl EsterMFCD001915213-PYRIDINECARBOXYLIC ACID, 5-HYDROXY-, METHYL ESTERmethyl-5-hydroxynicotinate

Weitere Namen anzeigen

5-HydroxynicotinateMethy 5-hydroxynicotinate5- hydroxyMethyl nicotinateMethyl5-Hydroxynicotinate>Methyl 5-hydroxynicotinate 98%HydroxynicotinicacidmethylesterMETHYL 5-HYDROXYNICOTINATE, 97+%Methyl 5-hydroxynicotinate methy ester

5-hydroxy nicotinic acid methyl ester5-Hydroxy-3-pyridinecarboxylic Acid Methyl Ester5-Hydroxy-nicotinic acid methyl estermethyl 5-hydroxynicotinate-SCHEMBL342817NSC605540methyl-5-hydroxypyridine-3-carboxylateNSC-605540

Datenbank-Bezeichner

CAS: 30766-22-4
PubChem CID: 354317
DTXSID: DTXSID30326624
ChEMBL: CHEMBL1700220
EC Number: 624-612-8
Nikkaji: J27.983H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,3
Polarare Oberfläche (TPSA): 59,4 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 2
Schwere Atome: 11
Formalladung: 0
Komplexität: 149

Physikochemische Eigenschaften

Schmelzpunkt: 190 °C · 190 °C
Siedepunkt: 374.2 · 374.2±22.0 °C(Predicted)
Dichte: 1.287 · 1.287±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: DMSO (Heated, Sonicated), Methanol (Slightly, Sonicated)
pka: 8.44 · 8.44±0.10(Predicted)
Aggregatzustand: Powder and Lumps
Farbe: Light beige
InChI: InChI=1S/C7H7NO3/c1-11-7(10)5-2-6(9)4-8-3-5/h2-4,9H,1H3
InChIKey: KJJSHOHQQHACLE-UHFFFAOYSA-N
SMILES: C1=NC=C(O)C=C1C(OC)=O

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

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

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29333990
risk_code: 36/37/38-41-37/38
hazard_code: Xi
hazard_note: Irritant/Keep Cold
safety_code: 26-36/37/39-39-37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Dam. 1Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen

VerwendenMethyl 5-Hydroxynicotinate is an intermediate used to prepare selective cyclooxygenase-2 inhibitors. It is also used to prepare imino sugars as inhibitors of liver glycogen phosphorylase.

Darstellung · 1 Eintrag

synthetischeThe synthesis method of Methyl 5-hydroxynicotinate is as follows: 5-Hydroxynicotinic acid was dissolved in methanol, sulfuric acid was added, and the mixture was stirred at 70°C for 12 hours under nitrogen protection. After the reaction solution was concentrated, the residue was dissolved in dichloromethane, and the pH of the system was adjusted to 8 with saturated sodium bicarbonate solution. A white solid slowly precipitated out, and the mixture was filtered to obtain the final product.