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
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
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.
N-Bromosuccinimide Price
- Product number
- 510602
- Product name
- 6-Phenyl-3(2H)-pyridazinone
- Purity
- 98%
- Packaging
- 5g
- Price
- $243
- Updated
- 2023/01/07
- Product number
- P2060
- Product name
- 6-Phenyl-3(2H)-pyridazinone
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $128
- Updated
- 2025/07/31
- Product number
- P2060
- Product name
- 6-Phenyl-3(2H)-pyridazinone
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $432
- Updated
- 2024/03/01
- Product number
- P336778
- Product name
- 6-Phenylpyridazin-3(2H)-one
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 065271
- Product name
- 6-Phenylpyridazin-3(2H)-one
- Packaging
- 25g
- Price
- $408
- Updated
- 2021/12/16
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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View Lastest Price from 6-PHENYL-3(2H)-PYRIDAZINONE manufacturers
- 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
- 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
- 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