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141290-59-7

141290-59-7

Identification

Synonyms:Indazole-6-carbonitrile;NSC 144989

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Safety information and MSDS view more

  • Hazard Codes:Xn

  • Signal Word:Warning

  • Hazard Statement:H302 Harmful if swallowedH315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation

  • 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

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  • Manufacture/Brand:Usbiological
  • Product Description:1H-Indazole-6-carbonitrile
  • Packaging:50mg
  • Price:$ 353
  • Delivery:In stock
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  • Product Description:1H-Indazole-6-carbonitrile
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Relevant articles and documentsAll total 7 Articles be found

COMPOUNDS AND USES THEREOF

-

Page/Page column 183; 184, (2018/05/17)

The present invention features compounds useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.

Identification of novel inhibitors of Aurora A with a 3-(pyrrolopyridin-2-yl)indazole scaffold

Song, Pinrao,Chen, Ming,Ma, Xiaodong,Xu, Lei,Liu, Tao,Zhou, Yubo,Hu, Yongzhou

, p. 1858 - 1868 (2015/03/18)

A novel series of 3-(pyrrolopyridin-2-yl)indazole derivatives were synthesized and biologically evaluated for their anti-proliferative effects on five human cancer cell lines. As a result, all of them exhibited vigorous potency against HL60 cell line with IC50 values ranging from singe digital nanomolar to micromolar level. Besides, a majority of them displayed modest to good antiproliferative activities against the other four cell lines, including KB, SMMC-7721, HCT116, and A549. Particularly, compound 2y, as the most distinguished one in this series, demonstrated IC50 values of 8.3 nM and 1.3 nM against HL60 and HCT116 cell lines, respectively. Afterwards, for exploring the molecular target, compounds2d, 2g and 2y were further selected to evaluate the inhibitory activities against a panel of kinases. Finally, they were identified to be targeting Aurora A kinase with significant selectivity over other kinases, such as CHK1, CDK2, MEK1, GSK3β, BRAF, IKKβ and PKC.

IDENTIFICATION OF COMPOUNDS SUITABLE FOR TREATING AD

-

Page/Page column 13, (2008/06/13)

The invention provides a method of screening for compounds which inhibit the hyperphosphorylation of tau, and hence are suitable for treating AD and related conditions.

Process route upstream and downstream products

Process route

6-bromo-1H-indazole
79762-54-2

6-bromo-1H-indazole

zinc(II) cyanide
557-21-1

zinc(II) cyanide

1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

Conditions
Conditions Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; N,N,N,N,-tetramethylethylenediamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 160 ℃; for 0.0833333h; Microwave irradiation;
With tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; at 100 ℃; for 4h; Inert atmosphere;
880 mg
5-cyano-2-methylbenzenediazonium tetrafluoroborate

5-cyano-2-methylbenzenediazonium tetrafluoroborate

1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

Conditions
Conditions Yield
With potassium acetate; 18-crown-6 ether; In chloroform; at 23 ℃; for 20h;
With 18-crown-6 ether; potassium acetate; In chloroform; at 23 ℃; for 20h;
5-cyano-2-methylaniline
60710-80-7

5-cyano-2-methylaniline

1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

Conditions
Conditions Yield
5-cyano-2-methylaniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;
With sodium tetrafluoroborate; In water; at 0 ℃; for 0.666667h;
With potassium acetate; In chloroform; at 20 ℃; for 4h;
53%
3-amino-6-cyanoindazole
267413-32-1

3-amino-6-cyanoindazole

1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

Conditions
Conditions Yield
With acetic acid; sodium nitrite; In hydrogenchloride; 1,2-dimethoxyethane; water;
3-amino-1H-indazole-6-carbonitrile; With sodium nitrite; In water; acetic acid; at 0 - 20 ℃; for 60h;
With hydrogenchloride; In 1,2-dimethoxyethane; water; at 80 ℃; for 2h;
With sodium hydrogencarbonate; In 1,2-dimethoxyethane; water;
1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

benzyl chloroformate
501-53-1,94274-21-2

benzyl chloroformate

C<sub>16</sub>H<sub>11</sub>N<sub>3</sub>O<sub>2</sub>
903557-09-5

C16H11N3O2

Conditions
Conditions Yield
With potassium carbonate; In tetrahydrofuran;
1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

1-methyl-3,7-diphenyl-1H-indazole-6-carbonitrile
1620816-69-4

1-methyl-3,7-diphenyl-1H-indazole-6-carbonitrile

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
1.2: 18 h / 0 - 20 °C
2.1: potassium carbonate; 1,10-Phenanthroline; palladium diacetate; potassium phosphate / N,N-dimethyl acetamide / 18 h / Inert atmosphere; Reflux
With potassium phosphate; 1,10-Phenanthroline; palladium diacetate; sodium hydride; potassium carbonate; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;
1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

N-(2-(6-cyano-1H-indazol-3-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)-N-methylbenzamide

N-(2-(6-cyano-1H-indazol-3-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)-N-methylbenzamide

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1.1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: iodine; ethyl bromide; magnesium / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2.2: 0.67 h / 0 °C / Inert atmosphere
3.1: dmap / tetrahydrofuran / 0.5 h / 20 °C
4.1: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide / toluene / 24 h / 95 °C / Inert atmosphere
5.1: hydrogenchloride / ethanol; water / 5 h / 20 °C
6.1: pyridine / 60 °C
With pyridine; hydrogenchloride; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); ethyl bromide; iodine; magnesium; potassium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene; 4.1: |Stille Cross Coupling;
1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

methyl iodide
74-88-4

methyl iodide

1-methyl-1H-indazole-6-carbonitrile
267413-29-6

1-methyl-1H-indazole-6-carbonitrile

Conditions
Conditions Yield
1H-indazole-6-carbonitrile; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;
73%
1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

(1H-indazol-6-yl)methanamine
710943-26-3

(1H-indazol-6-yl)methanamine

Conditions
Conditions Yield
With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h; Inert atmosphere; Reflux;
62%
1H-indazole-6-carbonitrile
141290-59-7

1H-indazole-6-carbonitrile

methyl 6-cyano-1H-indazole-3-carboxylate
885279-07-2

methyl 6-cyano-1H-indazole-3-carboxylate

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: potassium hydroxide; iodine / N,N-dimethyl-formamide / 2.5 h / 20 °C
2: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 60 °C
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; iodine; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium hydroxide; In N,N-dimethyl-formamide;

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