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Cas Database

56739-17-4

56739-17-4

56739-17-4

Identification

Synonyms:3-Pyridinecarboxamide,2-chloro-N-2-propynyl;

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Chemical Properties

  • PSA: 45.48000

  • LogP: 1.67280

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
  • Product Description
  • Packaging
  • Price
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  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:2-chloro-N-(prop-2-yn-1-yl)pyridine-3-carboxamide
  • Packaging:250mg
  • Price:$ 265
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2-CHLORO-N-(PROP-2-YN-1-YL)PYRIDINE-3-CARBOXAMIDE 95.00%
  • Packaging:1G
  • Price:$ 808.89
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2-CHLORO-N-(PROP-2-YN-1-YL)PYRIDINE-3-CARBOXAMIDE 95.00%
  • Packaging:5G
  • Price:$ 1421.65
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:2-CHLORO-N-(PROP-2-YN-1-YL)PYRIDINE-3-CARBOXAMIDE 95.00%
  • Packaging:2.5G
  • Price:$ 1147.43
  • Delivery:In stock
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  • Manufacture/Brand:AK Scientific
  • Product Description:2-Chloro-N-(prop-2-yn-1-yl)pyridine-3-carboxamide
  • Packaging:5g
  • Price:$ 1011
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:AK Scientific
  • Product Description:2-Chloro-N-(prop-2-yn-1-yl)pyridine-3-carboxamide
  • Packaging:1g
  • Price:$ 414
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:AK Scientific
  • Product Description:2-Chloro-N-(prop-2-yn-1-yl)pyridine-3-carboxamide
  • Packaging:500mg
  • Price:$ 314
  • Delivery:In stock
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Relevant articles and documentsAll total 3 Articles be found

Palladium-Catalyzed Cascade Difluoroalkylation/Cyclization of N-Propargylamides: Synthesis of Oxazoles and Oxazolines

Ma, Jun-Wei,Wang, Qiang,Wang, Xin-Gang,Liang, Yong-Min

, p. 13296 - 13307 (2018/11/02)

A palladium-catalyzed process to construct oxazoles and oxazolines with broad functional-group tolerance has been developed, and the method introduces difluoromethyl groups into heterocycles in a one-pot fashion. This system uses a carbonyl oxygen as the acceptor for the addition of a vinylpalladium intermediate to achieve the cyclization. Oxazoline derivatives are generated as the Z-isomer with high stereoselectivity. Additionally, we validated the tentative mechanism of this reaction.

Synthesis and evaluation of N-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl) nicotinamides as potential anticancer agents that inhibit tubulin polymerization

Kamal, Ahmed,Reddy, N.V. Subba,Nayak, V. Lakshma,Bolla, Narasimha Rao,Subba Rao,Prasad

, p. 3465 - 3477 (2014/06/23)

A series of N-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)nicotinamides (4) was synthesized and tested for their anticancer activity against a panel of 60 human cancer cell lines. Some of the representative compounds such as 4a, 4b, 4f, 4g, 4i and 4t were selected for the five dose study and amongst them 4g and 4i displayed significant anticancer activity with GI50 values ranging from 0.25 to 8.34 and 1.42 to 5.86 μM, respectively. Cell cycle analysis revealed that these compounds induced cell cycle arrest at G2/M phase in MCF-7 cells. The most active compound in this series 4g also inhibited tubulin polymerization with IC50 value 1.93 μM superior to that of E7010. Moreover, assay to investigate the effect on caspase-9, Hoechst staining and DNA fragmentation analysis suggested that these compounds induced cell death by apoptosis. Docking experiments showed that they interact and bind efficiently with tubulin protein. Overall, the results demonstrate that N-((1-benzyl-1H-1,2, 3-triazol-4-yl)methyl)nicotinamide scaffold possess anticancer property by inhibiting the tubulin polymerization.

Process route upstream and downstream products

Process route

3,6-dichloropyridine-2-carboxylic acid chloride
16866-53-8

3,6-dichloropyridine-2-carboxylic acid chloride

Propargylamine
2450-71-7

Propargylamine

2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

Conditions
Conditions Yield
With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;
91%
2-chloronicotinic acid
2942-59-8

2-chloronicotinic acid

prop-2-yn-1-amine hydrochloride
15430-52-1

prop-2-yn-1-amine hydrochloride

2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

Conditions
Conditions Yield
2-chloronicotinic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 3h; Inert atmosphere;
prop-2-yn-1-amine hydrochloride; With triethylamine; In dichloromethane; at 0 - 20 ℃;
2-Chloronicotinoyl chloride
49609-84-9

2-Chloronicotinoyl chloride

Propargylamine
2450-71-7

Propargylamine

2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

Conditions
Conditions Yield
With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;
Clopyralid
1702-17-6

Clopyralid

2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 0 - 20 °C
2: triethylamine / dichloromethane / 3 h / 0 - 20 °C
With oxalyl dichloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 2: |Huisgen Cycloaddition;
2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

aniline
62-53-3

aniline

N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(phenylamino)nicotinamide
1612240-86-4

N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(phenylamino)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: ethylene glycol / 6 h / 140 °C
2: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 10 h / 20 °C
With copper(II) sulfate; sodium L-ascorbate; In water; ethylene glycol; tert-butyl alcohol;
2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

4-bromo-aniline
106-40-1

4-bromo-aniline

2-(4-bromophenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide
1612240-89-7

2-(4-bromophenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: ethylene glycol / 6 h / 140 °C
2: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 11 h / 20 °C
With copper(II) sulfate; sodium L-ascorbate; In water; ethylene glycol; tert-butyl alcohol;
2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

4-chloro-aniline
106-47-8

4-chloro-aniline

2-(4-chlorophenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide
1612240-88-6

2-(4-chlorophenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: ethylene glycol / 6 h / 140 °C
2: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 10 h / 20 °C
With copper(II) sulfate; sodium L-ascorbate; In water; ethylene glycol; tert-butyl alcohol;
meta-fluoroaniline
372-19-0

meta-fluoroaniline

2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

2-(4-methoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide
1612240-91-1

2-(4-methoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: ethylene glycol / 6 h / 140 °C
2: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 12 h / 20 °C
With copper(II) sulfate; sodium L-ascorbate; In water; ethylene glycol; tert-butyl alcohol;
2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

2,5-dimethoxyaniline
102-56-7,102526-87-4

2,5-dimethoxyaniline

2-(2,5-dimethoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide
1612240-93-3

2-(2,5-dimethoxyphenylamino)-N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: ethylene glycol / 6 h / 140 °C
2: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 11 h / 20 °C
With copper(II) sulfate; sodium L-ascorbate; In water; ethylene glycol; tert-butyl alcohol;
2-chloro-N-(prop-2-ynyl)nicotinamide
56739-17-4

2-chloro-N-(prop-2-ynyl)nicotinamide

3,4,5-Trimethoxyaniline
24313-88-0

3,4,5-Trimethoxyaniline

N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(3,4,5-trimethoxyphenylamino)nicotinamide
1612240-95-5

N-((1-(3-phenoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl)-2-(3,4,5-trimethoxyphenylamino)nicotinamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: ethylene glycol / 6 h / 140 °C
2: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 10 h / 20 °C
With copper(II) sulfate; sodium L-ascorbate; In water; ethylene glycol; tert-butyl alcohol;

56739-17-4 Upstream products

56739-17-4 Downstream products

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