Methyl 4-Hydroxyquinoline-2-carboxylate
- Product Name
- Methyl 4-Hydroxyquinoline-2-carboxylate
- CAS No.
- 5965-59-3
- Chemical Name
- Methyl 4-Hydroxyquinoline-2-carboxylate
- Synonyms
- Methyl kynurenate;Kynurenic acid, methyl ester;Methyl 4-hydroxyquinaldinate;Methyl 4-hydroxy-2-quinolinecarboxylate;Methyl 4-Hydroxyquinoline-2-carboxylate;methyl 4-oxo-1H-quinoline-2-carboxylate;4-oxo-1H-quinoline-2-carboxylic acid methyl ester;2-Quinolinecarboxylic acid, 4-hydroxy-, methyl ester
- CBNumber
- CB91518860
- Molecular Formula
- C11H9NO3
- Formula Weight
- 203.19
- MOL File
- 5965-59-3.mol
Methyl 4-Hydroxyquinoline-2-carboxylate Property
- Melting point:
- 224 °C
- Boiling point:
- 412.3±25.0 °C(Predicted)
- Density
- 1.327±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 3.53±0.40(Predicted)
- Appearance
- Light brown to yellow Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M323638
- Product name
- Methyl4-Hydroxyquinoline-2-carboxylate
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- CS-D1621
- Product name
- Kynurenicacid,methylester
- Purity
- >98.0%
- Packaging
- 1g
- Price
- $26
- Updated
- 2021/12/16
- Product number
- CS-D1621
- Product name
- Kynurenicacid,methylester
- Purity
- >98.0%
- Packaging
- 5g
- Price
- $102
- Updated
- 2021/12/16
- Product number
- 075730
- Product name
- Methyl 4-hydroxyquinoline-2-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $105
- Updated
- 2021/12/16
- Product number
- W7248
- Product name
- Methyl4-Hydroxyquinoline-2-carboxylate
- Packaging
- 1g
- Price
- $120
- Updated
- 2021/12/16
Methyl 4-Hydroxyquinoline-2-carboxylate Chemical Properties,Usage,Production
Uses
Methyl 4-Hydroxyquinoline-2-carboxylate is used in preparation of macro-heterocyclic compounds as blood coagulation factor XIa inhibitors.
Synthesis
67-56-1
492-27-3
5965-59-3
4-Hydroxyquinoline-2-carboxylic acid (500 mg, 2.65 mmol) was suspended in anhydrous methanol and concentrated sulfuric acid (96%, 40 drops) was added slowly until the solution was clarified. The reaction mixture was heated to reflux and the reaction was kept at reflux for 24 hours (the progress of the reaction was monitored by LC-MS until the starting material disappeared completely). After completion of the reaction, it was cooled to room temperature. The solvent was removed using a rotary evaporator to give the crude product. The crude product was dissolved in methanol (1 mL) and diluted by adding deionized water (10 mL). Subsequently, saturated sodium bicarbonate solution was added slowly until a white precipitate precipitated. The precipitate was collected by filtration and washed with diethyl ether to give a white solid product in 65% yield (0.35 g). The product was characterized by 1H NMR (DMSO-d6, 500 MHz) and LC-MS (ES+): 1H NMR δ 3.52 (s, 3H), 6.48 (s, 1H), 7.25 (t, 1H, J = 7.0 Hz), 7.58 (t, 1H, J = 7.0 Hz), 7.96 (d, 1H, J = 8.5 Hz), 8.05 (d, 1H, J = 8.5 Hz). 1H, J = 8.5 Hz), 11.32 (s, 1H); LC-MS m/z 204.09 [M+H]+, calculated value 204.06.
References
[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 3, p. 559 - 562
[2] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 20, p. 5453 - 5463
[3] Patent: WO2012/6068, 2012, A2. Location in patent: Page/Page column 67-68
[4] Monatshefte fuer Chemie, 1921, vol. 42, p. 100
[5] Monatshefte fuer Chemie, 1922, vol. 43, p. 479
Methyl 4-Hydroxyquinoline-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 4-Hydroxyquinoline-2-carboxylate manufacturers
- Product
- Methyl 4-Hydroxyquinoline-2-carboxylate 5965-59-3
- Price
- US $0.01/KG
- Min. Order
- 1KG
- Purity
- 98%; 99%
- Supply Ability
- 500g； 1kg; 25kg
- Release date
- 2020-01-10
- Product
- Methyl 4-Hydroxyquinoline-2-carboxylate 5965-59-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-03