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

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

4-(4-Chloro-benzyl)-2H-phthalazin-1-one Structure
4-(4-Chloro-benzyl)-2H-phthalazin-1-one structure
CAS No.
53242-88-9
Chemical Name:
4-(4-Chloro-benzyl)-2H-phthalazin-1-one
Synonyms
4-(4-Chlorobenzyl)-1(2H)-phthalazinone;4-(4-Chlorobenzyl)phthalazin-1(2H)-one;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
CBNumber:
CB0855118
Molecular Formula:
C15H11ClN2O
Molecular Weight:
270.71
MDL Number:
MFCD02168779
MOL File:
53242-88-9.mol
MSDS File:
SDS
Last updated:2026-05-27 22:56:36
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4-(4-Chloro-benzyl)-2H-phthalazin-1-one Properties

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
Major Application pharmaceutical (small molecule)
InChI 1S/C15H11ClN2O/c16-11-7-5-10(6-8-11)9-14-12-3-1-2-4-13(12)15(19)18-17-14/h1-8H,9H2,(H,18,19)
InChIKey NLXGCQIEVZYDRS-UHFFFAOYSA-N
SMILES Clc1ccc(cc1)Cc2n[nH][c](c3c2cccc3)=O
FDA UNII 56DW142LLX
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
WGK Germany  WGK 3
HS Code  2933998350
Storage Class 11 - Combustible Solids

4-(4-Chloro-benzyl)-2H-phthalazin-1-one price More Price(70)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000328 Azelastine impurity D European Pharmacopoeia (EP) Reference Standard 53242-88-9 5 mg $254 2026-04-30 Buy
Sigma-Aldrich PHR2842 Azelastine Related Compound D 53242-88-9 50MG $668 2026-04-30 Buy
Sigma-Aldrich 1046191 Azelastine impurity D 53242-88-9 20mg $1290 2026-04-30 Buy
Sigma-Aldrich Y0000328 Azelastine impurity D European Pharmacopoeia (EP) Reference Standard 53242-88-9 y0000328 $220 2024-03-01 Buy
Usbiological 006549 4-[(4-Chlorophenyl)methyl]-1(2H)-phthalazinone 53242-88-9 2.5g $446 2026-06-03 Buy
Product number Packaging Price Buy
Y0000328 5 mg $254 Buy
PHR2842 50MG $668 Buy
1046191 20mg $1290 Buy
Y0000328 y0000328 $220 Buy
006549 2.5g $446 Buy

4-(4-Chloro-benzyl)-2H-phthalazin-1-one Chemical Properties, Uses, Production

Uses

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

Synthesis

(3E)-3-[(4-chlorophenyl)methylidene]-2-benzofuran-1-one

94801-28-2

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

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

(3E)-3-[(4-chlorophenyl)methylidene]-2-benzofuran-1-one Phthalide 4-Chlorobenzaldehyde HYDRAZINE Acetone
Ethanol

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Preparation Products

Azelastine

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

Global Suppliers ( 133)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15350 60
Beijing Isomersyn Technology CO;LTD 010-82954736 13391601435 sales@isomersyn.com China 3294 57
Daicel Chiral Technologies (China)CO.,LTD 021-50460086-9 15921403865 han_yajun@dctc.daicel.com China 7909 65
China Langchem Inc. 0086-21-58956006 China 7798 57
Shanghai Topbiochem Technology Co., Ltd 021-58170097 info@topbiochem.com China 9509 58
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Quality Control Solutions Ltd. 0755-66853366 13670046396 orders@qcsrm.com China 18188 56
Supplier Advantage
J & K SCIENTIFIC LTD. 76
Adamas Reagent, Ltd. 59
Nanjing Chemlin Chemical Co., Ltd 64
Chemsky (shanghai) International Co.,Ltd 60
Beijing Isomersyn Technology CO;LTD 57
Daicel Chiral Technologies (China)CO.,LTD 65
China Langchem Inc. 57
Shanghai Topbiochem Technology Co., Ltd 58
Bide Pharmatech Ltd. 60
Quality Control Solutions Ltd. 56

View Latest Price from 4-(4-Chloro-benzyl)-2H-phthalazin-1-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-(4-Chlorobenzyl)phthalazin-1(2H)-one pictures 2026-05-11 4-(4-Chlorobenzyl)phthalazin-1(2H)-one
53242-88-9
 $33.00-68.00 10g TargetMol Chemicals Inc.
4-(4-Chloro-benzyl)-2H-phthalazin-1-one pictures 2020-02-14 4-(4-Chloro-benzyl)-2H-phthalazin-1-one
53242-88-9
 $1.00 1KG 99% 200kgs Career Henan Chemical Co

53242-88-9 (4-(4-Chloro-benzyl)-2H-phthalazin-1-one) Related Search:

Methylparaben Bensulfuron methyl Phthalhydrazide Hydrochlorothiazide Methyl acrylate
Benzyl chloromethyl ether Benzyl chloride Methyl acetate Benzyl alcohol Kresoxim-methyl
Thiophanate-methyl Methyl thiophene-2-carboxylate Methyl Methyl bromide Difluorochloromethane
Azelastine Parathion-methyl Benzyl

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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 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)- 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 4-(4-Chlorobenzyl)-1(2H)-phthalazinone 4-(4-Chlorobenzyl)phthalazin-1(2H)-one 53242-88-9 Aromatics Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals Ketone