ChemicalBook > CAS DataBase List > 4-(4-Chloro-benzyl)-2H-phthalazin-1-one

4-(4-Chloro-benzyl)-2H-phthalazin-1-one

Product Name
4-(4-Chloro-benzyl)-2H-phthalazin-1-one
CAS No.
53242-88-9
Chemical Name
4-(4-Chloro-benzyl)-2H-phthalazin-1-one
Synonyms
phthalazin-1(2H);4-(4-Chlorobenzyl);Azelastine USP RC D;AZELASTINE EP IMP D;Vasorelaxant agent-2;Azelastine EP Impurity D;Azelastine Impurity D(USP);Azelastine Related CoMpound D;Phthalazinone Azelastine Analog;Azelastine USP Related Compound D
CBNumber
CB0855118
Molecular Formula
C15H11ClN2O
Formula Weight
270.71
MOL File
53242-88-9.mol
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4-(4-Chloro-benzyl)-2H-phthalazin-1-one Property

Melting point:
206-207 °C(Solv: ethanol (64-17-5))
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
12.08±0.40(Predicted)
form 
solid
color 
White to Off-White
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Safety

HS Code 
2933998350
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

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.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0000328
Product name
Azelastine impurity D
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
5 mg
Price
$236
Updated
2025/07/31
Sigma-Aldrich
Product number
PHR2842
Product name
Azelastine Related Compound D
Packaging
50MG
Price
$588.05
Updated
2025/07/31
Sigma-Aldrich
Product number
1046191
Product name
Azelastine impurity D
Packaging
20mg
Price
$1200
Updated
2025/07/31
Sigma-Aldrich
Product number
Y0000328
Product name
Azelastine impurity D
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000328
Price
$220
Updated
2024/03/01
TRC
Product number
C378400
Product name
4-[(4-Chlorophenyl)methyl]-1(2H)-phthalazinone
Packaging
2.5g
Price
$175
Updated
2021/12/16
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4-(4-Chloro-benzyl)-2H-phthalazin-1-one Chemical Properties,Usage,Production

Uses

Stilbene-related heterocyclic compound with anti-HIV activity. A potent vasorelaxant agent.

Synthesis

94801-28-2

53242-88-9

The general procedure for the synthesis of 4-(4-chlorobenzylidene)-1-(2H)-phthalazinone from (E)-3-(4-chlorobenzylidene)isobenzofuran-1(3H)-one was as follows: intermediate 77 (Stage 2) 4-{[4-chlorobenzylidene]methyl}-1(2H)-phthalazinone (3 lb.) was combined with 3-[(4-chlorophenyl)methyl]-2-benzofuran-1(3H)-one (as prepared in Step 1) (10 equiv., corrected for loss on drying) were suspended in ethanol (37 vol.) and heated to about 85 °C under slight reflux. Subsequently, a mixture of a commercially available hydrazine hydrate solution (e.g., 12 eq. from Aldrich) with ethanol (0.63 vol.) was slowly added through a dropping funnel over a period of 1 hour. After the addition was complete, ethanol (0.63 volume) was added again through the dropping funnel. To remove traces of hydrazine hydrate, the reaction suspension was heated at ~85°C for 14 hours at slight reflux. Upon completion of the reaction, it was cooled to about 20 °C and sampled to check the conversion (HPLC showed 99% conversion). Next, acetone (0.35 v/v) was added to the reaction mixture over 30 minutes (note the exothermic reaction). The quenched suspension was stirred for at least 1 hour and then cooled to about 2°C at 30°C. After continued stirring at about 2 °C for 1 h, the product was isolated by filtration through a suction filter and washed with cold ethanol (about 0-5 °C, 3 x 10.9 v/v). The resulting light brown solid was completely dried on a vacuum suction filter protected by nitrogen to give 4-(4-chlorobenzyl)-1-(2H)-phthalazinone in 90-95% yield (corrected by 1H NMR measurements).1H NMR (400 MHz, DMSO-d6) data: δ 4.30 (s, 2H), 7.35 (m, 4H), 7.88 (m, 3H). 8.26 (d, 1H), 12.62 (s, 1H).

References

[1] Patent: WO2007/122156, 2007, A1. Location in patent: Page/Page column 114-115

4-(4-Chloro-benzyl)-2H-phthalazin-1-one Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-Chloro-benzyl)-2H-phthalazin-1-one Suppliers

ecochem international chemical broker
Tel
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Fax
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Email
export@ecochem.dk
Country
Europe
ProdList
6371
Advantage
66
kemikalieimport
Tel
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Fax
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Email
Sales@kemikalieimport.dk
Country
Europe
ProdList
6685
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View Lastest Price from 4-(4-Chloro-benzyl)-2H-phthalazin-1-one manufacturers

Career Henan Chemical Co
Product
4-(4-Chloro-benzyl)-2H-phthalazin-1-one 53242-88-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kgs
Release date
2020-02-13

53242-88-9, 4-(4-Chloro-benzyl)-2H-phthalazin-1-oneRelated Search:


  • 4-(4-chloro-benzyl)-2h-phthalazin-1-one
  • 4-[(4-chlorophenyl)methyl]phthalazin-1(2h)-one
  • 4-(4-Chlorobenzyl)-1,2-dihydrophthalazine-1-one
  • 4-[(4-Chlorophenyl)methyl]-1(2H)-phthalazinone
  • 4-(4-Chlorobenzyl)-1(2H)-phthalazinone
  • Azelastine Related CoMpound D
  • Azelastine Impurity D(USP)
  • Phthalazinone Azelastine Analog
  • 4-(4-Chlorobenzyl)
  • phthalazin-1(2H)
  • Azelastine EP Impurity D
  • 4-(4-Chlorobenzyl)phthalazin-1(2H)-one
  • 4-(4-Chlorobenzyl)phthalazin-1(2H)-
  • Azelastine USP RC D
  • 1(2H)-Phthalazinone, 4-[(4-chlorophenyl)methyl]-
  • Azelastine Hydrochloride EP Impurity D
  • Azelastine Related Compound D (4-(4-chlorobenzyl)phthalazin-1(2H)-one) (1046191)
  • Azelastine USP Related Compound D
  • 4-(3-chlorobenzyl)phthalazin-1(2H)-one hydrochloride
  • AZELASTINE EP IMP D
  • Azelastine EP Impurity D (Azelastine USP Related Compound D)
  • Vasorelaxant agent-2
  • 4-(4-chlorobenzyl)phthalazin-1-ol
  • 53242-88-9
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  • Heterocycles
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  • Pharmaceuticals
  • Ketone