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6-PHENYL-3(2H)-PYRIDAZINONE

Product Name
6-PHENYL-3(2H)-PYRIDAZINONE
CAS No.
2166-31-6
Chemical Name
6-PHENYL-3(2H)-PYRIDAZINONE
Synonyms
IFLAB-BB F0921-7014;3-Phenyl-6-pyridazinone;6-Phenyl-2H-pyridazin-3-one;6-phenylpyridazin-3(2H)-one;3-phenyl-1H-pyridazin-6-one;6-PHENYL-3(2H)-PYRIDAZINONE;3-Hydroxy-6-phenylpyridazine;3(2H)-Pyridazinone, 6-phenyl-;6-Phenyl-3(2H)-pyridazinone>6-Phenyl-3(2H)-pyridazinone
CBNumber
CB3468980
Molecular Formula
C10H8N2O
Formula Weight
172.18
MOL File
2166-31-6.mol
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6-PHENYL-3(2H)-PYRIDAZINONE Property

Melting point:
201-204 °C(lit.)
Density 
1.20±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
11.05±0.40(Predicted)
color 
White to Light yellow
λmax
249nm(HCl aq.)(lit.)
InChI
InChI=1S/C10H8N2O/c13-10-7-6-9(11-12-10)8-4-2-1-3-5-8/h1-7H,(H,12,13)
InChIKey
IJUIPRDMWWBTTQ-UHFFFAOYSA-N
SMILES
C1(=O)NN=C(C2=CC=CC=C2)C=C1
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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.

P271Use only outdoors or in a well-ventilated area.

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

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

Sigma-Aldrich
Product number
510602
Product name
6-Phenyl-3(2H)-pyridazinone
Purity
98%
Packaging
5g
Price
$243
Updated
2023/01/07
TCI Chemical
Product number
P2060
Product name
6-Phenyl-3(2H)-pyridazinone
Purity
>98.0%(GC)
Packaging
1g
Price
$128
Updated
2025/07/31
TCI Chemical
Product number
P2060
Product name
6-Phenyl-3(2H)-pyridazinone
Purity
>98.0%(GC)
Packaging
5g
Price
$432
Updated
2024/03/01
TRC
Product number
P336778
Product name
6-Phenylpyridazin-3(2H)-one
Packaging
100mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
065271
Product name
6-Phenylpyridazin-3(2H)-one
Packaging
25g
Price
$408
Updated
2021/12/16
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6-PHENYL-3(2H)-PYRIDAZINONE Chemical Properties,Usage,Production

Uses

6-Phenylpyridazin-3(2H)-one is a reagent in the preparation of cyclase activator Runcaciguat, a compound used in the treatment of kidney disease and non-proliferative diabetic retinopathy.

General Description

6-Phenyl-3(2H)-pyridazinone is a pyridazinone derivative that can be prepared from 4,5- dihydro-6-phenyl-3(2H)-pyridazinone. It is reported to be a weak positive inotropic agent. 6-Phenyl-3(2H)-pyridazinone forms the core of compounds that show a potential antiplatelet activity.

Synthesis

98-86-2

298-12-4

2166-31-6

The reaction of 19.6 g (162.95 mmol) acetophenone and 5 g (54.32 mmol) oxaloacetic acid monohydrate was stirred at 100 °C for 2 hours. Upon completion of the reaction, the reaction solution was cooled to 40 °C, followed by the addition of 20 mL of water and 4 mL of ammonia. The mixture was extracted twice with 50 mL of dichloromethane. To the resulting aqueous phase, 2.64 mL (53.32 mmol) of hydrazine monohydrate was added, and the reaction was continued with stirring of the mixture at 100 °C for 2 hours. At the end of the reaction, the reaction solution was cooled to room temperature. The precipitated crystals were collected by filtration, washed with water and dried in a vacuum oven at 50 °C overnight. Finally, 4.3 g (24.97 mmol, 15% yield) of 6-phenyl-3-pyridazinone was obtained as colorless crystals.LC-MS (Method 7): Rt = 1.39 min; m/z = 173 (M + H)+. 1H-NMR (400 MHz, DMSO-d6, δ/ppm): 13.2 (s, 1H), 8.04 (d, 1H), 7.86 (d, 2H), 7.53-7.41 (m, 3H), 7.00 (d, 1H).

References

[1] Patent: US2011/34450, 2011, A1. Location in patent: Page/Page column 103
[2] Patent: US2012/28971, 2012, A1. Location in patent: Page/Page column 24-25
[3] Synthesis, 1993, # 3, p. 334 - 342
[4] Medicinal Chemistry Research, 2013, vol. 22, # 6, p. 2553 - 2560
[5] Letters in Drug Design and Discovery, 2013, vol. 10, # 6, p. 507 - 514

6-PHENYL-3(2H)-PYRIDAZINONE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-PHENYL-3(2H)-PYRIDAZINONE Suppliers

Austria 1 Canada 1 China 101 France 1 India 5 Japan 1 Switzerland 3 United Kingdom 4 United States 12 Global 129
Achemica
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contact@achemica.com
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Switzerland
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Biosynth AG
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welcome@biosynth.ch
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Switzerland
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SIGMA-RBI
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Switzerland
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View Lastest Price from 6-PHENYL-3(2H)-PYRIDAZINONE manufacturers

Shanghai Rlavie Technology Co ltd
Product
3-phenyl-1H-pyridazin-6-one 2166-31-6
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%minHPLC
Supply Ability
100kgs/month
Release date
2021-11-15
Dideu Industries Group Limited
Product
6-PHENYL-3(2H)-PYRIDAZINONE 2166-31-6
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-11-02
Career Henan Chemical Co
Product
6-PHENYL-3(2H)-PYRIDAZINONE 2166-31-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
150KG
Release date
2019-07-09

2166-31-6, 6-PHENYL-3(2H)-PYRIDAZINONERelated Search:

DICLOMEZINE Isamfazone ZARDAVERINE 4,5-DIHYDRO-6-[4-(1H-IMIDAZOL-1-YL)PHENYL]-3(2H)-PYRIDAZINONE Chloridazon 5-amino-4-bromo-2-phenyl-3(2h)-pyridazinon 4,5-DICHLORO-2-PHENYL-3(2H)-PYRIDAZINONE 4-Chloro-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]-3(2H)-pyridazinone,4-chloro-5-(methylamino)-2-(3-(trifluoromethyl)phenyl)-3(2h)-pyridazinon 5-BROMO-6-PHENYL-3(2H)-PYRIDAZINONE 6-HYDROXY-2-PHENYL-3(2H)-PYRIDAZINONE 4,5-DIBROMO-2-PHENYL-3(2H)-PYRIDAZINONE 2,3,4,5-TETRAHYDRO-6-PHENYL-3(2H)-PYRIDAZINONE,4,5-DIHYDRO-6-PHENYL-3(2H)-PYRIDAZINONE 5-CHLORO-2-METHYL-6-PHENYL-2,3-DIHYDROPYRIDAZIN-3-ONE 6(4-BROMOPHENYL)-3(2H)PYRIDAZINONE 6-PHENYL-3(2H)-PYRIDAZINONE-4-CARBOXYLIC ACID ETHYL ESTER 6-PHENYL-3(2H)-PYRIDAZINONE 6-METHYL-2-PHENYL-3-(2H)-PYRIDAZINONE 4-AMINO-6-PHENYL-3(2H)-PYRIDAZINONE

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