ChemicalBook--->CAS DataBase List--->7597-18-4

7597-18-4

7597-18-4 Structure

7597-18-4 Structure
IdentificationMore
[Name]

6-Nitroindazole
[CAS]

7597-18-4
[Synonyms]

6-NITRO-1H-INDAZOLE
6-NITROINDAZOLE
1H-Indazole, 6-nitro-
6-nitro-1h-indazol
6-Nitroisoindazole
6-Nitro-1(2)H-indazole
6-Nitroindazole ,97%
[EINECS(EC#)]

231-500-9
[Molecular Formula]

C7H5N3O2
[MDL Number]

MFCD00005695
[Molecular Weight]

163.13
[MOL File]

7597-18-4.mol
Chemical PropertiesBack Directory
[Appearance]

yellow powder
[Melting point ]

180-182 °C (lit.)
[Boiling point ]

290.19°C (rough estimate)
[density ]

1.4141 (rough estimate)
[refractive index ]

1.5500 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

very faint turbidity in hot Methanol
[form ]

Powder
[pka]

11.08±0.40(Predicted)
[color ]

Light Yellow
[Usage]

Anticonvulsant
[Detection Methods]

HPLC
[BRN ]

7812
[InChI]

InChI=1S/C7H5N3O2/c11-10(12)6-2-1-5-4-8-9-7(5)3-6/h1-4H,(H,8,9)
[InChIKey]

ORZRMRUXSPNQQL-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=CC([N+]([O-])=O)=C2)C=N1
[CAS DataBase Reference]

7597-18-4(CAS DataBase Reference)
[NIST Chemistry Reference]

6-Nitroindazole(7597-18-4)
[EPA Substance Registry System]

7597-18-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R68:Possible risk of irreversible effects.
R36:Irritating to the eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

3
[RTECS ]

NK7962100
[TSCA ]

Yes
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic acid-->Sodium nitrite-->2-Methyl-5-nitroaniline
[Preparation Products]

6-Iodo-1H-indazole-->6-AMINO-2-METHYL-2H-INDAZOLE-->(E)-6-Nitro-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-->(E)-3-[2-(Pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-amine-->1-METHYL-1H-INDAZOL-6-YLAMINE-->2-Methyl-5-nitrophenol-->3-Iodo-6-nitroindazole-->6-Hydroxyindazole-->5,6-dinitro-1H-indazole-->tert-butyl 6-nitro-1H-indazole-1-carboxylate-->6-Nitro-1H-indazol-7-aMine-->6-Aminoindazole
Hazard InformationBack Directory
[Description]

6-Nitroindazole is a competitive and reversible Monoamine oxidase(MAO)inhibitor. It can inhibit MAO-A and MAO-B (IC50= 2.5 μM). Monoamine oxidase (MAO) B is a mitochondrial enzyme selectively involved in the oxidative activation of 1-methyl-4- phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to toxic pyridinium cations producing Parkinsonism in animal models. In addition, it is an nNOS inhibitor, which has neuroprotective effects[1].
[Chemical Properties]

yellow powder
[Uses]

Anticonvulsant
[Synthesis]

6-Nitroindazole is prepared by (2-methyl-5-nitrophenyl)azo phenyl sulfide and 1,8-diazabicyclo[5.4.0]undec-7-ene in the presence of concentrated  acetonitrile.6-Nitroindazole
[References]

[1] HERRAIZTOMAS  GuillénHugo  AránVicente J. Nitroindazole compounds inhibit the oxidative activation of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) neurotoxin to neurotoxic pyridinium cations by human monoamine oxidase (MAO).[J]. Free Radical Research, 2009: 975-984. DOI:10.1080/10715760903159170.
Spectrum DetailBack Directory
[Spectrum Detail]

6-Nitroindazole(7597-18-4)1HNMR
6-Nitroindazole(7597-18-4)13CNMR
6-Nitroindazole(7597-18-4)IR1
6-Nitroindazole(7597-18-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

6-Nitroindazole, 98%(7597-18-4)
[Alfa Aesar]

6-Nitro-1H-indazole, 97%(7597-18-4)
[Sigma Aldrich]

7597-18-4(sigmaaldrich)
[TCI AMERICA]

6-Nitroindazole,>98.0%(GC)(7597-18-4)
7597-18-4 suppliers list
Company Name: Shanghai Kuanghao Chemistry Technology Co., Ltd.  Gold
Telephone: 1590082856 15900820856
Website: www.chemicalbook.com/ShowSupplierProductsList13852/0_EN.htm
Company Name: Jinan XinKe Pharmaceutical Technology Co., Ltd.  Gold
Telephone: 0531-88259693 18660188356
Website: www.zisonpharm.cn/
Company Name: Shanghai He Huan Chemical Co., Ltd.  Gold
Telephone: 021-60345187 13917602471
Website: https://www.chemicalbook.com/ShowSupplierProductsList30458/0_EN.htm
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: Meryer (Shanghai) Chemical Technology Co., Ltd.  
Telephone: 4006356688 18621169109
Website: www.x-labseek.com/
Company Name: future industrial shanghai co., ltd  
Telephone: 400-0066400 13621662912
Website: http://www.jonln.com
Company Name: Alfa Aesar  
Telephone: 400-6106006
Website: http://chemicals.thermofisher.cn
Company Name: TCI (Shanghai) Development Co., Ltd.  
Telephone: 021-67121386
Website: https://www.tcichemicals.com/CN/zh/
Company Name: BeiJing Hwrk Chemicals Limted  
Telephone: 0757-86329057 18934348241
Website: www.hwrkchemical.com/
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: Beijing Ouhe Technology Co., Ltd  
Telephone: 13552068683 13522913783
Website: www.ouhetech.cn/
Company Name: Shanghai Scientia Pharmaceutical Technology Co., Ltd.  
Telephone: 21-21-54301573 13917723525
Website: http://www.scientiapharm.com.cn
Company Name: JinYan Chemicals(ShangHai) Co.,Ltd.  
Telephone: 13817811078
Website: www.jingyan-chemical.com
Company Name: Shanghai Sinch Parmaceuticals Tech. Co. Ltd.  
Telephone: +86-21-54098501
Website: www.sinch.com.cn
Company Name: Accela ChemBio Co.,Ltd.  
Telephone: 021-50795510 4000665055
Website: http://www.shao-yuan.com/
Company Name: WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.  
Telephone: 17702719238
Website: http://www.sun-shinechem.com/
Company Name: ZEROSCHEM.CO.,LTD.  
Telephone: 10-61256048 13810278579;
Website: http://www.zeroschem.com
Company Name: Nanjing Chemlin Chemical Co., Ltd  
Telephone: 025-83697070 13770331960
Website: www.echemlin.cn
Tags:7597-18-4 Related Product Information
127-68-4 1072836-76-0 221681-94-3 79173-62-9 1821666-70-9 1821666-71-0 6973-09-7 20191-74-6 3934-20-1 6853-29-8 6274-28-8 609-55-2 1219592-01-4 1782433-66-2 444731-66-2 2369664-15-1 271-44-3 606-20-2