ChemicalBook > CAS DataBase List > 5-Nitroindazole

5-Nitroindazole

Product Name
5-Nitroindazole
CAS No.
5401-94-5
Chemical Name
5-Nitroindazole
Synonyms
5-NITRO-1H-INDAZOLE;3-(METHYLAMINO)-1-PHENYLPROPAN-1-OL;3-METHYLAMINO-1-PHENYLPROPANOL;5-Nitroindazol;5-NITROINDAZOLE;5-Nitroindazoles;5-nitro-1h-indazol;5-Nitroindazole>1H-Indazole,5-nitro-;5-NITROINDAZOLE, 99+%
CBNumber
CB9706785
Molecular Formula
C7H5N3O2
Formula Weight
163.13
MOL File
5401-94-5.mol
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5-Nitroindazole Property

Melting point:
207 °C
Boiling point:
383.3±15.0 °C(Predicted)
Density 
1.525±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
11.71±0.40(Predicted)
form 
powder to crystal
color 
White to Light red to Green
BRN 
7936
InChI
InChI=1S/C7H5N3O2/c11-10(12)6-1-2-7-5(3-6)4-8-9-7/h1-4H,(H,8,9)
InChIKey
WSGURAYTCUVDQL-UHFFFAOYSA-N
SMILES
N1C2=C(C=C([N+]([O-])=O)C=C2)C=N1
CAS DataBase Reference
5401-94-5(CAS DataBase Reference)
EPA Substance Registry System
5-Nitroindazole (5401-94-5)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-68-36-20/21/22
Safety Statements 
26-36/37/39
WGK Germany 
2
RTECS 
NK7962000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29339990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
N0398
Product name
5-Nitroindazole
Purity
>98.0%(GC)
Packaging
25g
Price
$58
Updated
2025/07/31
TRC
Product number
N496255
Product name
5-Nitroindazole
Packaging
50g
Price
$120
Updated
2021/12/16
TRC
Product number
N496255
Product name
5-Nitroindazole
Packaging
100g
Price
$195
Updated
2021/12/16
AK Scientific
Product number
C634
Product name
5-Nitroindazole
Packaging
5g
Price
$14
Updated
2021/12/16
Apolloscientific
Product number
OR9104
Product name
5-Nitro-1H-indazole
Purity
95%
Packaging
25g
Price
$16
Updated
2021/12/16
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5-Nitroindazole Chemical Properties,Usage,Production

Chemical Properties

light yellow crystal

Uses

5-Nitroindazole inhibits citrulline formation by Ca2+-calmodulin (CaM)-dependent nitric oxide synthase from bovine brain. Nitration of 5-nitroindazole with nitric acid and acetic anhydride yields 3,5-dintroindazole and 2,5-dinitroindazole.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 21, p. 1063, 1984 DOI: 10.1002/jhet.5570210428
Organic Syntheses, Coll. Vol. 3, p. 660, 1955

Synthesis

27996-87-8

5401-94-5

General procedure: hydrazine hydrate (NH2NH2-H2O, 3.0 mmol) was added dropwise to a stirred solution of 2-fluoro-5-nitrobenzaldehyde (1.0 mmol) in DMF (5 mL) at 23 °C. The reaction mixture was stirred continuously at the same temperature for 2 h. The progress of the reaction was monitored by thin-layer chromatography (TLC, unfolding agent: 20% ethyl acetate in hexane solution) to confirm the complete conversion of the starting material 2-fluoro-5-nitrobenzaldehyde. Upon completion of the reaction, the crude reaction mixture was poured into water and extracted with ethyl acetate (2 x 15 mL). The organic phases were combined, washed sequentially with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give pure 5-nitroindazole.

References

[1] Molecules, 2018, vol. 23, # 3,
[2] Organic Process Research and Development, 2011, vol. 15, # 3, p. 565 - 569

5-Nitroindazole Preparation Products And Raw materials

Raw materials

2-Methyl-4-nitroaniline

Preparation Products

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View Lastest Price from 5-Nitroindazole manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
5-Nitroindazole 5401-94-5
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
2500kg/month
Release date
2021-06-04
Henan Aochuang Chemical Co.,Ltd.
Product
5-Nitroindazole 5401-94-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
Anhui Ruihan Technology Co., Ltd
Product
5-Nitroindazole 5401-94-5
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2023-09-08

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