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Cas Database

417716-92-8

417716-92-8

Identification

  • Product Name:Lenvatinib

  • CAS Number: 417716-92-8

  • EINECS:1592732-453-0

  • Molecular Weight:426.859

  • Molecular Formula: C21H19ClN4O4

  • HS Code:

  • Mol File:417716-92-8.mol

Synonyms:Lenvatinib;6-Quinolinecarboxamide, 4-(3-chloro-4-(((cyclopropylamino)carbonyl)amino)phenoxy)-7-methoxy-;

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:Lenvatinib
  • Packaging:5mg
  • Price:$ 70
  • Delivery:In stock
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:Lenvatinib
  • Packaging:5 mg
  • Price:$ 625
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-(3-Chloro-4-(3-cyclopropylureido)phenoxy)-7-methoxyquinoline-6-carboxamide 95%
  • Packaging:1g
  • Price:$ 285
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-(3-Chloro-4-(3-cyclopropylureido)phenoxy)-7-methoxyquinoline-6-carboxamide 95%
  • Packaging:5g
  • Price:$ 680
  • Delivery:In stock
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  • Manufacture/Brand:DC Chemicals
  • Product Description:E7080(Lenvatinib) >99%
  • Packaging:1 g
  • Price:$ 800
  • Delivery:In stock
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  • Manufacture/Brand:DC Chemicals
  • Product Description:E7080(Lenvatinib) >99%
  • Packaging:250 mg
  • Price:$ 400
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:E7080(Lenvatinib) 98+%
  • Packaging:100mg
  • Price:$ 198
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:E7080(Lenvatinib) 98+%
  • Packaging:50mg
  • Price:$ 137
  • Delivery:In stock
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  • Manufacture/Brand:ChemScene
  • Product Description:Lenvatinib 99.87%
  • Packaging:10mg
  • Price:$ 70
  • Delivery:In stock
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  • Manufacture/Brand:ChemScene
  • Product Description:Lenvatinib 99.87%
  • Packaging:5mg
  • Price:$ 50
  • Delivery:In stock
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Relevant articles and documentsAll total 39 Articles be found

Synthesis method of lenvatinib

-

, (2021/08/28)

The invention relates to a systhesis method of lenvatinib. The method comprises the following steps: by taking 2-chloro-4-methyl hydroxybenzoate and 4-chloro-7-methoxyquinoline-6-amide as starting raw materials, carrying out substitution reaction to obtain 4-[3-chloro-4-methoxycarbonyl phenoxy]-7-methoxy-6-quinolinecarboxamide, carrying out an alkaline hydrolysis reaction to obtain 4-(3-chloro-4-carboxyphenoxy)-7-methoxy-6-quinolinecarboxamide, carrying out a Curtius rearrangement reaction on the 4-(3-chloro-4-carboxyphenoxy)-7-methoxy-6-quinolinecarboxamide and diphenyl azide phosphate (DPPA), and carrying out a reaction on the obtained product and cyclopropylamine to obtain lenvatinib through a one-pot method. The invention provides a novel method for synthesizing lenvatinib. The method has the advantages of simple reaction steps, simple and easily available raw materials, simple operation and low production cost.

Synthetic method of anti-cancer drug lenvatinib

-

Paragraph 0010, (2021/01/25)

The invention provides a synthetic method of an anti-cancer drug lenvatinib. The synthetic method comprises the following steps of synthesis of a compound 2, synthesis of a compound 4, synthesis of acompound 5, synthesis of a compound 6, synthesis of a compound 7, synthesis of a compound 8, synthesis of a compound 9, synthesis of a compound 10, synthesis of a compound 11 and synthesis of a compound 12. Synthesis of a compound 2 is as follows: sequentially adding raw materials of Meldrum's acid (40g, 277.8 mmol) and trimethyl orthoformate (147g, 1.387 mol) into a 500ml of three-neck flask, slowly performing heating to 90 DEG C for reaction under a stirring condition, slowly performing cooling to room temperature under a solution stirring condition after the reaction is finished, performingfiltering after crystallization, recrystallizing a product by using petroleum ether/ethyl acetate according to a ratio of 5: 1, and performing drying to obtain a faint yellow product 2; by improvingthe synthesis method of the anti-cancer drug lenvatinib, the synthesis method has the advantages of reasonable design, simple operation flow, easily available raw materials, stable yield and easinessin industrial production, so that the problems and defects of the synthesis method are effectively solved and overcome.

Preparation method of lenvatinib

-

, (2020/05/01)

The invention discloses a preparation method of lenvatinib, which comprises the following steps: by using 4-nitro-2-chlorobenzonitrile as an initial raw material, introducing nitro into molecules forelectron withdrawing, thereby greatly lowering the elect

Process route upstream and downstream products

Process route

4-cyano-3-hydroxy-aniline
67608-58-6

4-cyano-3-hydroxy-aniline

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: tetrabutylammomium bromide; potassium carbonate / N,N-dimethyl-formamide / 9 h / 110 °C
2: ethanol / 6 h / Reflux
3: polyphosphoric acid / 9 h / 100 °C
4: thionyl chloride / 6 h / Reflux
5: acetic acid / water / 23 h / 90 °C
6: sodium methylate / chloroform / 6 h / Reflux
With thionyl chloride; tetrabutylammomium bromide; sodium methylate; potassium carbonate; acetic acid; In ethanol; chloroform; water; N,N-dimethyl-formamide;
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide
417722-93-1

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

N-cyclopropyl-1H-imidazole-1-carboxamide
1033090-34-4

N-cyclopropyl-1H-imidazole-1-carboxamide

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide; N-cyclopropyl-1H-imidazole-1-carboxamide; In N,N-dimethyl-formamide; at 25 ℃;
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 85 ℃;
88.6%
With triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 5h;
79.5%
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide
417722-93-1

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

Ethyl cyclopropylcarbamate
6558-73-2

Ethyl cyclopropylcarbamate

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 - 80 ℃; Temperature;
89.3%
4-[3-chloro-4-(benzyloxycarbonyl)aminophenoxy]-7-methoxy-quinoline-6-carboxamide

4-[3-chloro-4-(benzyloxycarbonyl)aminophenoxy]-7-methoxy-quinoline-6-carboxamide

Cyclopropylamine
765-30-0

Cyclopropylamine

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 50 ℃; for 10h; Solvent; Reagent/catalyst; Temperature;
78%
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide
417722-93-1

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

phenyl chloroformate
1885-14-9

phenyl chloroformate

Cyclopropylamine
765-30-0

Cyclopropylamine

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide; phenyl chloroformate; With pyridine; In water; N,N-dimethyl-formamide; at -20 ℃; for 3h; Inert atmosphere;
Cyclopropylamine; In water; N,N-dimethyl-formamide; at 8 ℃; for 15h; Time; Inert atmosphere;
90%
4-(4-amino-3-chlorophenoxy)-7-methoxyquinoline-6-carboxamide hydrochloride

4-(4-amino-3-chlorophenoxy)-7-methoxyquinoline-6-carboxamide hydrochloride

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

Cyclopropylamine
765-30-0

Cyclopropylamine

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
With carbon dioxide; triethylamine; In dichloromethane; at 50 ℃; for 6h; Reagent/catalyst;
93.1%
4-(3-chloro-4-carboxyphenoxy)-7-methoxy-6-quinolinecarboxamide

4-(3-chloro-4-carboxyphenoxy)-7-methoxy-6-quinolinecarboxamide

Cyclopropylamine
765-30-0

Cyclopropylamine

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
4-(3-chloro-4-carboxyphenoxy)-7-methoxy-6-quinolinecarboxamide; With pyridine; diphenyl phosphoryl azide; In toluene; at 100 ℃; for 1.5h;
Cyclopropylamine; In tetrahydrofuran; toluene; at 20 ℃; for 18h; Reagent/catalyst;
78.3%
4‐chloro‐7‐methoxyquinoline‐6‐carboxamide
417721-36-9

4‐chloro‐7‐methoxyquinoline‐6‐carboxamide

1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea
796848-79-8

1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 65 ℃; for 22h; Product distribution / selectivity;
96.3%
With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 65 ℃; for 22h; Product distribution / selectivity;
96.3%
With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 65 ℃; for 22h; Product distribution / selectivity;
96.3%
4‐chloro‐7‐methoxyquinoline‐6‐carboxamide; 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea; With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 65 ℃; for 22h;
In water; dimethyl sulfoxide; acetone; at 40 - 60 ℃; for 22.5h; Product distribution / selectivity;
96.3%
With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 65 ℃; for 22h; Product distribution / selectivity;
96.3%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h; Product distribution / selectivity;
88%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h; Product distribution / selectivity;
88%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h; Product distribution / selectivity;
88%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h; Product distribution / selectivity;
88%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h;
88%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h; Product distribution / selectivity;
88%
With caesium carbonate; In dimethyl sulfoxide;
88%
With caesium carbonate; In dimethyl sulfoxide; at 85 ℃; for 12h;
86.6%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; Solvent; Reagent/catalyst;
86.2%
With potassium carbonate; In dimethyl sulfoxide; tert-butyl alcohol; at 20 - 70 ℃; for 8h;
82.8%
With sodium ethanolate; In N,N-dimethyl-formamide; at 90 ℃; for 12h;
77%
With caesium carbonate; In dimethyl sulfoxide; at 70 ℃; for 23h; Temperature;
67%
With caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 26h;
51.9%
4‐chloro‐7‐methoxyquinoline‐6‐carboxamide; 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea; With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 60 ℃; for 24h;
In water; acetone; at 40 - 60 ℃; for 19.1333h;
4‐chloro‐7‐methoxyquinoline‐6‐carboxamide; 1-(2-chloro-4-hydroxyphenyl)-3-cyclopropyl urea; With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 60 ℃; for 25h;
In water; acetone; at 40 - 60 ℃; for 9h; Product distribution / selectivity;
With sodium methylate; In chloroform; for 6h; Time; Reflux;
4.1 g
With potassium carbonate; In dimethyl sulfoxide; at 70 - 75 ℃; for 18h; Inert atmosphere;
97.9 g
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide
417722-93-1

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

methyl chloroformate
79-22-1

methyl chloroformate

Cyclopropylamine
765-30-0

Cyclopropylamine

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide; With pyridine; In N,N-dimethyl-formamide; for 0.166667h;
methyl chloroformate; In N,N-dimethyl-formamide; at 40 ℃; for 3h;
Cyclopropylamine; In N,N-dimethyl-formamide; at 40 ℃; for 5h; Reagent/catalyst; Temperature; Solvent;
75.8%
4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide
417722-93-1

4?(4?amino?3?chlorophenoxy)?7?methoxyquinoline?6?carboxamide

cyclopropylcarbamic acid 4-nitrophenyl ester
444288-42-0

cyclopropylcarbamic acid 4-nitrophenyl ester

lenvatinib
417716-92-8

lenvatinib

Conditions
Conditions Yield
With pyridine; In acetonitrile; at 80 - 85 ℃; for 13h; Reagent/catalyst; Solvent;
74%

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