ChemicalBook > CAS DataBase List > 6-Aminoindazole

6-Aminoindazole

Product Name
6-Aminoindazole
CAS No.
6967-12-0
Chemical Name
6-Aminoindazole
Synonyms
1h-indazol-6-amine;6-AMINO-1H-INDAZOLE;Aminoidazole;Aminoindazole;6-Aminoidazole;6-Indazolamine;6-AMINOINDAZOLE;indazol-6-ylamine;AKOS BBS-00003578;6-AMinoindazole 98%
CBNumber
CB5174982
Molecular Formula
C7H7N3
Formula Weight
133.15
MOL File
6967-12-0.mol
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6-Aminoindazole Property

Melting point:
204-206 °C (dec.) (lit.)
Boiling point:
376.6±15.0 °C(Predicted)
Density 
1.367±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
pka
15.61±0.40(Predicted)
form 
Powder
color 
Tan
InChI
InChI=1S/C7H7N3/c8-6-2-1-5-4-9-10-7(5)3-6/h1-4H,8H2,(H,9,10)
InChIKey
KEJFADGISRFLFO-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC(N)=C2)C=N1
CAS DataBase Reference
6967-12-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
WGK Germany 
3
RTECS 
NK7712000
HS Code 
29339980
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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

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

TCI Chemical
Product number
A0798
Product name
6-Aminoindazole
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$78
Updated
2025/07/31
TRC
Product number
A615723
Product name
6-Aminoindazole
Packaging
2.5g
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA35156
Product name
6-Aminoindazole
Packaging
50g
Price
$227.5
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA35156
Product name
6-Aminoindazole
Packaging
10g
Price
$80
Updated
2021/12/16
AK Scientific
Product number
J92051
Product name
6-Aminoindazole
Packaging
100g
Price
$170
Updated
2021/12/16
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6-Aminoindazole Chemical Properties,Usage,Production

Description

6-Aminoindazole is a tetronic acid derivative that has been shown to have an inhibitory effect on the activity of cyclopentyl and ethylene diamine. This drug also increases blood pressure in animals, and is found to be a potent inhibitor of thrombin receptor.

Chemical Properties

light brown powder

Application

6-Aminoindazole is structurally similar to quinoline derivatives and has been shown to have anticancer activity in human ovarian carcinoma cells. The affinity constants for this compound are higher than those for most other compounds with anti-cancer effects, which may be due to the presence of hydrogen bonds between the nitrogen atoms and the carbonyl group.

Definition

ChEBI: 1H-indazol-6-amine is a member of indazoles.

Synthesis

7597-18-4

6967-12-0

General procedure for the synthesis of 6-aminoindazole from 6-nitro-1H-indazole: 6-nitro-1H-indazole (25 g, 0.153 mol, commercially available) was mixed with 10% Pd/C catalyst (2.0 g) in methanol, and the reaction was stirred overnight under hydrogen atmosphere (1 atm). After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford 6-amino-1H-indazole (18.5 g, 94% yield) as a yellow solid.

Purification Methods

It is recrystallised from H2O or EtOH and sublimes in a vacuum. [Beilstein 25 H 317.]

References

[1] Tetrahedron Letters, 2010, vol. 51, # 5, p. 786 - 789
[2] ChemCatChem, 2014, vol. 6, # 11, p. 3153 - 3159
[3] Tetrahedron, 2008, vol. 64, # 28, p. 6711 - 6723
[4] Patent: WO2006/71940, 2006, A2. Location in patent: Page/Page column 407
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 11, p. 3177 - 3180

6-Aminoindazole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-Aminoindazole manufacturers

Zison Pharmaceutical (Shandong) Co., Ltd.
Product
6-amino-1H-indazole 6967-12-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
≥98% by HPLC
Supply Ability
100kg/month
Release date
2023-01-06
Henan Aochuang Chemical Co.,Ltd.
Product
6-Aminoindazole 6967-12-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Zhuozhou Wenxi import and Export Co., Ltd
Product
6-Aminoindazole 6967-12-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

6967-12-0, 6-AminoindazoleRelated Search:

5-23-06-00185 (Beilstein Handbook Reference) 6-Nitroindazole 1-METHYL-6-NITRO-1H-INDAZOLE 1-METHYL-1H-INDAZOL-6-YLAMINE 6-Aminoindazole 3-CHLORO-6-NITRO (1H)INDAZOLE 6-AMINO-2-METHYL-2H-INDAZOLE 1H-INDAZOL-7-AMINE 3-methyl-1H-indazol-6-amine 5-AMINOINDAZOLE-3-CARBOXYLIC ACID 3-AMINOINDAZOLE 6-AMINO-3-BROMO (1H)INDAZOLE 4-Aminoindazole 5-BOC-AMINOINDAZOLE 5-Aminoindazole 98%,5-AMINOINDAZOLE 5-AMINO-3-BROMO (1H)INDAZOLE 6-AMINO-3-CHLORO (1H)INDAZOLE 5-Aminoindazole-4-Carboxyamide Hydrochloride

  • LABOTEST-BB LT00114795
  • 6-AMINO-1H-INDAZOLE
  • 6-AMINOBENZOPYRAZOLE
  • 6-AMINOINDAZOLE
  • AKOS BBS-00003578
  • 1h-indazol-6-amine
  • 6-Aminoidazole
  • Aminoidazole
  • indazol-6-ylamine
  • Aminoindazole
  • 6-AMINO-1H-INDAZOLE 98%
  • 6-Amino-1,2-diaza-1H-indene
  • 6-Aminoindazole,97+%
  • 6-Indazolamine
  • 6-AMinoindazole 98%
  • 6-Aminoindazole &gt
  • 1H-indazole-6-amine
  • N-(3,4-dichlorophenethyl)-N-methyl-2-(pyrrolidin-1-yl)ethan-1-amine
  • 6967-12-0
  • Heterocyclic Building Blocks
  • Indazoles
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  • Building Blocks
  • Heterocyclic Building Blocks
  • pharmacetical
  • Indazoles
  • Amines and Anilines
  • Heterocycles
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Intermediate