ChemicalBook > CAS DataBase List > Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
- Product Name
- Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
- CAS No.
- 205448-66-4
- Chemical Name
- Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate
- Synonyms
- lenvaint-D;4-chloro-7-methoxy...;Lenvatinib Impurity 63;oro-7-methoxy-6-quinoL;Methyl 4-chloro-7-methoxy...;4-Chloro-7-methoxy-6-methoxycarbonylquinoline;Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate;4-chloro-7-methoxy-6-Quinolinecarboxylic acid methyl ester;4-Chloro-7-methoxyquinoline-6-carboxylic acid methyl ester;6-Quinolinecarboxylic acid, 4-chloro-7-methoxy-, methyl ester
- CBNumber
- CB22525202
- Molecular Formula
- C12H10ClNO3
- Formula Weight
- 251.67
- MOL File
- 205448-66-4.mol
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Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Property
- Melting point:
- >125oC (dec.)
- Boiling point:
- 377.4±37.0 °C(Predicted)
- Density
- 1.320±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 2.98±0.30(Predicted)
- color
- Light Orange to Orange
- InChI
- InChI=1S/C12H10ClNO3/c1-16-11-6-10-7(9(13)3-4-14-10)5-8(11)12(15)17-2/h3-6H,1-2H3
- InChIKey
- DDDSGYZATMCUDW-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC(C(OC)=O)=C(OC)C=2)C(Cl)=CC=1
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Safety
- HS Code
- 2933499090
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H303May be harmfulif swallowed
H313May be harmful in contact with skin
H333May be harmful if inhaled
- Precautionary statements
-
P304+P312IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
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N-Bromosuccinimide Price
Usbiological
- Product number
- 456027
- Product name
- Methyl-4-Chloro-7-methoxyquinoline-6-carboxylate
- Packaging
- 250mg
- Price
- $333
- Updated
- 2021/12/16
American Custom Chemicals Corporation
- Product number
- HCH0419466
- Product name
- METHYL-4-CHLORO-7-METHOXYQUINOLINE-6-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $453.04
- Updated
- 2021/12/16
Matrix Scientific
- Product number
- 068403
- Product name
- 6-Quinolinecarboxylic acid
- Purity
- 4-chloro-7-methoxy-methyl ester>95%
- Packaging
- 250mg
- Price
- $492
- Updated
- 2021/12/16
ChemScene
- Product number
- CS-0049041
- Product name
- Methyl4-chloro-7-methoxyquinoline-6-carboxylate
- Purity
- 99.96%
- Packaging
- 25g
- Price
- $190
- Updated
- 2021/12/16
ChemScene
- Product number
- CS-0049041
- Product name
- Methyl4-chloro-7-methoxyquinoline-6-carboxylate
- Purity
- 99.96%
- Packaging
- 5g
- Price
- $60
- Updated
- 2021/12/16
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Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Chemical Properties,Usage,Production
Chemical Properties
4-Chloro-7-methoxyquinoline-6-carboxylic acid methyl ester is bright yellow or orange solid at room temperature and normal pressure, it belongs to benzene quinoline derivatives, with a certain degree of alkalinity, it is mainly used in the synthesis of drugs, dyes.
Uses
Methyl-4-Chloro-7-methoxyquinoline-6-carboxylate is used pharmaceutically for treating infection after burns. It is also used as reagents in the preparation of naphthamides as inhibitors of vascular endothelial growth factor (VEGF) receptor tyrosine kinase.
Synthesis
205448-65-3
205448-66-4
Methyl 7-methoxy-4-oxo-1,4-dihydroquinoline-6-carboxylate (3.00 g, 12.86 mmol) was added to thionyl chloride (30.00 mL). N,N-dimethylformamide (93.99 mg, 1.29 mmol) was then added to the reaction system. The reaction solution was heated to an external temperature of 90 °C under nitrogen protection and reacted under reflux conditions for 1 hour. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the aqueous phase was combined and concentrated to dryness. The residue was dissolved in ice water (50 mL) and extracted with ethyl acetate (20 mL x 2). The aqueous phase was then extracted with dichloromethane (30 mL x 5). The dichloromethane phases were combined, washed with sodium chloride solution (20 mL × 2), dried over anhydrous sodium sulfate, and subsequently concentrated under reduced pressure by pumping to afford methyl 4-chloro-7-methoxyquinoline-6-carboxylate (2.60 g, 9.81 mmol) in 76.32% yield and 95% purity as a mixed solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 3.87 (s, 3H), 3.98 (s, 3H), 7.60 (s, 1H), 7.66 (d, J = 4.77 Hz, 1H), 8.41 (s, 1H), 8.83 (d, J = 4.77 Hz, 1H).
References
[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1649 - 1667
[2] Patent: EP3293177, 2018, A1. Location in patent: Paragraph 0251; 0252
[3] Patent: US6809097, 2004, B1. Location in patent: Page column 67
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1668 - 1680
[5] Patent: EP1724268, 2006, A1. Location in patent: Page/Page column 48
Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate Preparation Products And Raw materials
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View Lastest Price from Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate manufacturers
WUHAN FORTUNA CHEMICAL CO., LTD
- Product
- Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate 205448-66-4
- Price
- US $0.00-0.00/Kg/Bag
- Min. Order
- 100g
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2021-06-02
Henan Aochuang Chemical Co.,Ltd.
- Product
- Methyl 4-chloro-7-Methoxyquinoline-6-carboxylate 205448-66-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
Nanjing Fred Technology Co., Ltd
- Product
- methyl 4-chloro-7-methoxyquino-line-6-carboxylate 205448-66-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2023-12-19
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