ChemicalBook > CAS DataBase List > 6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

Product Name
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
CAS No.
36725-28-7
Chemical Name
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
Synonyms
ICI 109,081;6-(4-Amino-phenyL;Levosimendan Impurity 5;Levosimendan intermediate;-4,5-dihydro-2H-pyridazin-3-one;LEVOSIMENDAN DAZINONES INTERMEDIATES;6-(4-Aminophenyl)-5-methylpyridazin-3(2H)one;6-(4-AMINOPHENYL)-5-METHYLPYRIDAZIN-3(2H)ONE, 98+%;6-(4-AMinophenyl)-4,5-dihydro-5-Methyl-3(2H)-pyrid;6-(4''-AMINOPHENYL)-4,5-DIHYDRO-5-METHYLPYRIDAZIN-3-ONE
CBNumber
CB0110800
Molecular Formula
C11H13N3O
Formula Weight
203.24
MOL File
36725-28-7.mol
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6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone Property

Melting point:
194.0 to 198.0 °C
Density 
1.30±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly, Sonicated)
form 
Solid
pka
13.90±0.60(Predicted)
color 
Pale Yellow to Brown
InChI
InChI=1S/C11H13N3O/c1-7-6-10(15)13-14-11(7)8-2-4-9(12)5-3-8/h2-5,7H,6,12H2,1H3,(H,13,15)
InChIKey
NWUOGOISBQCNKQ-UHFFFAOYSA-N
SMILES
C1(=O)NN=C(C2=CC=C(N)C=C2)C(C)C1
CAS DataBase Reference
36725-28-7(CAS DataBase Reference)
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Safety

HS Code 
2933.99.8290
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
A2919
Product name
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$81
Updated
2025/07/31
TCI Chemical
Product number
A2919
Product name
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$317
Updated
2023/01/07
TRC
Product number
A628920
Product name
3(4-Aminophenyl)-4-methyl-4,5-dihydro-1H-pyridazin-6-one
Packaging
10g
Price
$910
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0004984
Product name
6-(4-AMINO-PHENYL)-5-METHYL-4,5-DIHYDRO-2H-PYRIDAZIN-3-ONE
Purity
95.00%
Packaging
5G
Price
$1089.17
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
43385
Product name
3(4-Aminophenyl)-4-methyl-4,5-dihydro-1H-pyridazin-6-one
Packaging
10g
Price
$1250
Updated
2021/12/16
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6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone Chemical Properties,Usage,Production

Uses

AMDP3 (4-Aminophenyl)-4-methyl-4,5-dihydro-1H-pyridazin-6-one) acts as a cardiac troponin effecter, resulting in activation of cardiac muscle contractions. It’s an analogue to Levosimendan (L378000), positive inotropic agent with vasodilating activity.

Synthesis

120757-13-3

36725-28-7

General procedure for the synthesis of 6-(4-aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone from 4-(4-aminophenyl)-3-methyl-4-oxobutanoic acid hydrochloride: hydrazine hydrate (1.40 mL, 28.7 mmol) was added to an ethanolic solution of intermediate 3 (2.69 g, 11.04 mmol, dissolved in 70 mL of ethanol), the The reaction mixture was heated to reflux at 80 °C for 18 hours. After completion of the reaction, the mixture was concentrated in vacuum and the residue was ground with ethyl acetate to afford the target product Intermediate 7 in 1.46 g yield, 65%. The product was characterized by 1H NMR (300 MHz, CD3OD): δ [ppm] = 1.13 (d, 3H), 2.33 (d, 1H), 2.66 (dd, 1H), 3.28-3.40 (m, 1H), 6.68 (d, 2H), 7.56 (d, 2H). analysis by UPLC-MS (Method 3) showed a retention time R = 0.47 min and 100% purity. m/z (M + H)+ = 204 as measured by MS (ESIpos).

References

[1] Arzneimittel-Forschung/Drug Research, 2007, vol. 57, # 10, p. 641 - 646
[2] Journal of Heterocyclic Chemistry, 1988, vol. 25, # 6, p. 1689 - 1695
[3] Patent: WO2018/86703, 2018, A1. Location in patent: Page/Page column 204

6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone Preparation Products And Raw materials

Raw materials

Preparation Products

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6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone Suppliers

Americas 1 China 196 Europe 1 Germany 2 India 8 Japan 1 The Netherlands 1 United Kingdom 6 United States 15 Global 231
Beijing Huikang Boyuan Chemical Tech Co., Ltd
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View Lastest Price from 6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone 36725-28-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
LY Global chemicals co.,ltd .
Product
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone 36725-28-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99% hplc
Supply Ability
1000 kg
Release date
2023-12-04
Zhuozhou Wenxi import and Export Co., Ltd
Product
6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone 36725-28-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-10

36725-28-7, 6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinoneRelated Search:

Kresoxim-methyl Methanol EC 2.6.1.2 Methyl acrylate Glucosamine Acetaminophen Aminopyrine Sulfamic acid Thioridazine Methyl acetate Hydralazine Paraquat dichloride Methylparaben Sulfachloropyridazine sodium Dihydromyrcenol Acetonitrile Basic Violet 1 (R)-6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone

  • LEVOSIMENDAN DAZINONES INTERMEDIATES
  • 6-(4-AMINOPHENYL)-4,5-DIHYDRO-5-METHYL-3(2H)PYRIDAZINONE
  • 6-(4-AMINO-PHENYL)-5-METHYL-4,5-DIHYDRO-2H-PYRIDAZIN-3-ONE
  • 6-(4''-AMINOPHENYL)-4,5-DIHYDRO-5-METHYLPYRIDAZIN-3-ONE
  • ICI 109,081
  • 6-(p-Aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone
  • 6-(4-AMINOPHENYL)-5-METHYLPYRIDAZIN-3(2H)ONE, 98+%
  • 1,4-Dihydro-4-methyl-3-(4-aminophenyl)pyridazine-6(5H)-one
  • 6-(p-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
  • 3-(4-aminophenyl)-4-methyl-4,5-dihydro-1H-pyridazin-6-one
  • 3-(4-azanylphenyl)-4-methyl-4,5-dihydro-1H-pyridazin-6-one
  • 6-(4-AMinophenyl)-4,5-dihydro-5-Methyl-3(2H)-pyrid
  • 6-(4-aMinophenyl)-5-Methyl-2,3,4,5-tetrahydropyridazin-3-one
  • 6-(4-aMinophenyl)-5-Methyl-4,5-dihydropyridazin-3(2H)-one
  • 3(2H)-Pyridazinone, 6-(4-aMinophenyl)-4,5-dihydro-5-Methyl-
  • (R)-6-(4-aMinophenyl)-5-Methyl-4,5-dihydropyridazin-3(2H)-one
  • Levosimendan intermediate
  • 6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2<i>H</i>)-pyridazinone
  • Levosimendan Impurity 5
  • (R)-6-(4-AMINOPHENYL)-4,5-DIHYDRO-5-METHYLPYRIDAZIN-3(2H)ONE
  • 6-(4-Aminophenyl)-5-methylpyridazin-3(2H)one
  • 4-mercapto-5,5-dimethyl-8-(3-methyloctan-2-yl)-2,10b-dihydro-1H-pyrano[3,4-c][1]benzopyran-10-ol
  • 6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone&gt
  • -4,5-dihydro-2H-pyridazin-3-one
  • 6-(4-Amino-phenyL
  • 6-(4-Aminophenyl)-4,5-dihydro-5-methy1-3(2H)- pyridazinone
  • 6-(4-AMINOPHENYL)-5-METHYL-4,5-DIHYDRO-3(2 H)-PYRDAZINONE
  • 6-(4-Aminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one 99%
  • 36725-28-7
  • C11H13N3O
  • (intermediate of levosimendan)