Welcome to LookChem.com Sign In|Join Free

CAS

  • or

119-39-1

Post Buying Request

119-39-1 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

119-39-1 Usage

Chemical Properties

Off-white to pale yellow crystalline powder

Uses

Phthalazone is a remarkable scaffold in drug discovery. Also, functions as an oxidative metabolic pathway of lenvatinib mediated by aldehyde oxidase.

General Description

Pale yellow crystals. Insoluble in water.

Air & Water Reactions

Insoluble in water.

Fire Hazard

Flash point data for 1(2H)-Phthalazinone are not available. 1(2H)-Phthalazinone is probably combustible.

Purification Methods

Phthalazone crystallises from H2O or EtOH and sublimes in vacuo. [Beilstein 24 H 142, 24 24 III/IV 400.]

Check Digit Verification of cas no

The CAS Registry Mumber 119-39-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 9 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 119-39:
(5*1)+(4*1)+(3*9)+(2*3)+(1*9)=51
51 % 10 = 1
So 119-39-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H15NO2/c14-12(15)11-6-7-13(9-11)8-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H,14,15)

119-39-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Aldrich

  • (P39001)  Phthalazone  99%

  • 119-39-1

  • P39001-5G

  • 237.51CNY

  • Detail
  • Aldrich

  • (P39001)  Phthalazone  99%

  • 119-39-1

  • P39001-100G

  • 792.09CNY

  • Detail
  • Aldrich

  • (P39001)  Phthalazone  99%

  • 119-39-1

  • P39001-500G

  • 2,115.36CNY

  • Detail

119-39-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name phthalazin-1(2H)-one

1.2 Other means of identification

Product number -
Other names 1,2H-PHTHALAZONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:119-39-1 SDS

119-39-1Synthetic route

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With sodium acetate; hydrazinium sulfate In water100%
With tert-butylbenzene; hydrogen; platinum; hydrazine In 1,4-dioxane at 80℃; under 750.075 Torr; for 0.5h; Sealed tube;99%
With hydrazine at 95℃; for 0.666667h; Large scale;96.36%
2-dibromomethyl-benzoic acid
62551-42-2

2-dibromomethyl-benzoic acid

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol88%
2-((2-benzoylhydrazono)methyl)benzoic acid
65349-12-4

2-((2-benzoylhydrazono)methyl)benzoic acid

A

phthalazone
119-39-1

phthalazone

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With tin(ll) chloride In 1,4-dioxane for 15h; Reflux;A 84%
B 77%
N-2-(3'-phthalide-yl)phthalazin-1-one
55294-87-6

N-2-(3'-phthalide-yl)phthalazin-1-one

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 2h; hydrazinolysis; Heating;73.2%
carbon monoxide
201230-82-2

carbon monoxide

2-formylphenyl tosylate
19820-56-5

2-formylphenyl tosylate

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; t-butoxycarbonylhydrazine; 1,3-bis-(diphenylphosphino)propane; magnesium sulfate; potassium carbonate In acetonitrile at 140℃; under 7500.75 Torr; for 21h; Autoclave;68%
2,3-Dihydro-9bH-oxazolo[2,3-a]isoindol-5-one
97694-83-2

2,3-Dihydro-9bH-oxazolo[2,3-a]isoindol-5-one

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 50h; Heating;48%
3-Bromophthalide
6940-49-4

3-Bromophthalide

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
Stage #1: 3-Bromophthalide With hydrogenchloride In water for 2h; Reflux;
Stage #2: With hydrazine In water at 20℃; for 2h;
47%
With ethanol; hydrazine hydrate
Multi-step reaction with 2 steps
1: benzene; ammonia
2: aqueous N2H4
View Scheme
PHTHALAZINE
253-52-1

PHTHALAZINE

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With benzonitrile oxide In benzene for 3h; Heating;45%
Stage #1: PHTHALAZINE With aldehyde oxidase In aq. phosphate buffer for 0.166667h; pH=7.4;
Stage #2: In dimethyl sulfoxide Solvent; Enzymatic reaction;
With human aldehyde oxidase isoform 1 In aq. buffer at 37℃; for 0.0833333h; pH=7.4; Kinetics; Reagent/catalyst;
oxisoindole
480-91-1

oxisoindole

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With hydrazine hydrate at 200℃;
1-chlorophthalazine
5784-45-2

1-chlorophthalazine

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With sodium hydroxide
With hydrogenchloride
1,4-dichlorophthalazine
4752-10-7

1,4-dichlorophthalazine

A

PHTHALAZINE
253-52-1

PHTHALAZINE

B

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With phosphorus; hydrogen iodide
3-ethoxy-3H-isobenzofuran-1-one
16824-02-5

3-ethoxy-3H-isobenzofuran-1-one

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With sulfuric acid; water; sodium acetate; hydrazine
4-oxo-3,4-dihydrophthalazine-1-carboxylic acid
3260-44-4

4-oxo-3,4-dihydrophthalazine-1-carboxylic acid

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With nitrobenzene at 250℃;
4-oxo-3,4-dihydrophthalazine-1-carboxylic acid
3260-44-4

4-oxo-3,4-dihydrophthalazine-1-carboxylic acid

A

phthalazone
119-39-1

phthalazone

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

2-carboxybenzaldehydeisonicotinoylhydrazone
100541-62-6

2-carboxybenzaldehydeisonicotinoylhydrazone

A

pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

B

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
at 190 - 200℃;
2-((2-carbamoylhydrazono)methyl)benzoic acid
347309-96-0

2-((2-carbamoylhydrazono)methyl)benzoic acid

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With acetic acid
2-((2-carbamoylhydrazono)methyl)benzoic acid
347309-96-0

2-((2-carbamoylhydrazono)methyl)benzoic acid

acetic acid
64-19-7

acetic acid

phthalazone
119-39-1

phthalazone

3-hydroxy-2,3-dihydro-isoindol-1-one
26486-93-1

3-hydroxy-2,3-dihydro-isoindol-1-one

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With hydrazine hydrate
o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

Acetone thiosemicarbazone
1752-30-3

Acetone thiosemicarbazone

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With acetic acid; chloroacetic acid
hydrazinium monoacetate
7335-65-1

hydrazinium monoacetate

o-carboxybenzaldehyde
119-67-5

o-carboxybenzaldehyde

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With water
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

hydralazine hydrochloride
304-20-1

hydralazine hydrochloride

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With phosphate buffer In water at 37℃; pH=7.4, dark, several week;
hydralazine hydrochloride
304-20-1

hydralazine hydrochloride

A

3-hydroxymethyl-s-triazolo-<3,4-a>phthalazine
54687-66-0

3-hydroxymethyl-s-triazolo-<3,4-a>phthalazine

B

1,2,4-triazolo[3,4-a]phthalazine
234-80-0

1,2,4-triazolo[3,4-a]phthalazine

C

3-methyl-s-triazolo<3,4-a>phthalazine
20062-41-3

3-methyl-s-triazolo<3,4-a>phthalazine

D

phthalazone
119-39-1

phthalazone

E

4-(2-acetylhydrazino)-phthalazinone
65846-18-6

4-(2-acetylhydrazino)-phthalazinone

Conditions
ConditionsYield
metabolism studies;
hydralazine hydrochloride
304-20-1

hydralazine hydrochloride

acetone
67-64-1

acetone

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With phosphate buffer In water at 37℃; pH=7.4, dark, several week;
PHTHALAZINE
253-52-1

PHTHALAZINE

A

2-benzofuran-1(3H)-one
87-41-2

2-benzofuran-1(3H)-one

B

phthalazone
119-39-1

phthalazone

C

phthalonitrile
91-15-6

phthalonitrile

D

o-phthalic dicarboxaldehyde
643-79-8

o-phthalic dicarboxaldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; sodium oxalate; iron(II) sulfate Kinetics; Further Variations:; Reagents; Oxidation; Photolysis;
hydrogenchloride
7647-01-0

hydrogenchloride

1-chlorophthalazine
5784-45-2

1-chlorophthalazine

phthalazone
119-39-1

phthalazone

3-amino-phthalide

3-amino-phthalide

phthalazone
119-39-1

phthalazone

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
3-Bromophthalide
6940-49-4

3-Bromophthalide

ethanol
64-17-5

ethanol

hydrazine hydrate
7803-57-8

hydrazine hydrate

phthalazone
119-39-1

phthalazone

ethanol
64-17-5

ethanol

3,3'-oxy-di-phthalide
65543-72-8

3,3'-oxy-di-phthalide

hydrazine hydrate
7803-57-8

hydrazine hydrate

phthalazone
119-39-1

phthalazone

1-chlorophthalazine
5784-45-2

1-chlorophthalazine

aqueous NaOH

aqueous NaOH

phthalazone
119-39-1

phthalazone

phthalazone
119-39-1

phthalazone

1-hydrazinophthalazine
1044569-46-1

1-hydrazinophthalazine

Conditions
ConditionsYield
With hydrazine at 0 - 25℃; for 24h; Product distribution / selectivity;99%
With hydrazine In isopropyl alcohol at 0 - 25℃; for 24h; Product distribution / selectivity;86%
Multi-step reaction with 2 steps
1: trichlorophosphate / 0.03 h
2: hydrazine hydrate / ethanol / 1 h
View Scheme
Multi-step reaction with 2 steps
1: trichlorophosphate / 0.03 h
2: hydrazine hydrate / ethanol / 1 h
View Scheme
phthalazone
119-39-1

phthalazone

tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate
169457-73-2

tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate

2-(2-(1-tert-butoxycarbonylpiperidin-4-yl)ethyl)phthalazin-1(2H)-one

2-(2-(1-tert-butoxycarbonylpiperidin-4-yl)ethyl)phthalazin-1(2H)-one

Conditions
ConditionsYield
Stage #1: phthalazone With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;
Stage #2: tert-butyl 4-(2-bromoethyl)piperidine-1-carboxylate In N,N-dimethyl-formamide; mineral oil at 20℃;
99%
phthalazone
119-39-1

phthalazone

3-(biphenyl-4-yloxymethyl)-pent-4-en-1-ol
336107-47-2

3-(biphenyl-4-yloxymethyl)-pent-4-en-1-ol

2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-2H-phthalazin-1-one
336107-54-1

2-[3-(biphenyl-4-yloxymethyl)-pent-4-enyl]-2H-phthalazin-1-one

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction;95%
formaldehyd
50-00-0

formaldehyd

phthalazone
119-39-1

phthalazone

2-(hydroxymethyl)phthalazin-1(2H)-one
941-95-7

2-(hydroxymethyl)phthalazin-1(2H)-one

Conditions
ConditionsYield
In ethanol; water for 7h; Reflux;91%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

phthalazone
119-39-1

phthalazone

tert-butyl 1-oxophthalazine-2(1H)-carboxylate

tert-butyl 1-oxophthalazine-2(1H)-carboxylate

Conditions
ConditionsYield
With dmap In tetrahydrofuran at 20℃;91%
phthalazone
119-39-1

phthalazone

1-chlorophthalazine
5784-45-2

1-chlorophthalazine

Conditions
ConditionsYield
With trichlorophosphate at 130℃; for 1.5h;90%
With trichlorophosphate at 80℃; for 0.5h; Product distribution / selectivity;85%
With trichlorophosphate at 70 - 80℃; for 0.5h; Product distribution / selectivity;85%
3,5-dimethylphenyl iodide
22445-41-6

3,5-dimethylphenyl iodide

phthalazone
119-39-1

phthalazone

2-(3,5-dimethylphenyl)phthalazin-1(2H)-one

2-(3,5-dimethylphenyl)phthalazin-1(2H)-one

Conditions
ConditionsYield
With copper(l) iodide; (S,S)-1,2-diaminocyclohexane; caesium carbonate In 1,4-dioxane; dodecane at 110℃; for 24h;90%
phthalazone
119-39-1

phthalazone

m-(2-bromoethyloxy)benzaldehyde
186191-19-5

m-(2-bromoethyloxy)benzaldehyde

3-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde

3-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 5h;90%
[(E)-2-bromoethenyl]benzene
588-72-7

[(E)-2-bromoethenyl]benzene

phthalazone
119-39-1

phthalazone

(E)-2-styrylphthalazin-1(2H)-one

(E)-2-styrylphthalazin-1(2H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 23h; Heating;89%
formaldehyd
50-00-0

formaldehyd

phthalazone
119-39-1

phthalazone

N-chloromethylphthalazin-1(2H)-one
879-16-3

N-chloromethylphthalazin-1(2H)-one

Conditions
ConditionsYield
Stage #1: formaldehyd; phthalazone In water Heating;
Stage #2: With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; Further stages.;
87%
(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

phthalazone
119-39-1

phthalazone

2-(pentan-2-yl)phthalazin-1(2H)-one

2-(pentan-2-yl)phthalazin-1(2H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at -20 - 20℃; for 25h; Mitsunobu Displacement; Inert atmosphere;85%
phthalazone
119-39-1

phthalazone

4-(2-bromoethyloxy)benzaldehyde
52191-15-8

4-(2-bromoethyloxy)benzaldehyde

4-[2-[1-oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehyde
214282-14-1

4-[2-[1-oxo-1,2-dihydrophthalazin-2-yl]ethoxy]benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 5h;84%
Stage #1: phthalazone With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.5h;
Stage #2: 4-(2-bromoethyloxy)benzaldehyde In N,N-dimethyl-formamide at 65 - 70℃; for 24h;
44%
phthalazone
119-39-1

phthalazone

1-(3-chloropropyl)-2-methyl-5-nitro-1H-imidazole
56894-29-2

1-(3-chloropropyl)-2-methyl-5-nitro-1H-imidazole

2-[3-(2-methyl-5-nitro-1H-imidazol-1-yl)propyl]phthalazin-1(2H)-one

2-[3-(2-methyl-5-nitro-1H-imidazol-1-yl)propyl]phthalazin-1(2H)-one

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃; for 48h;82%
iodobenzene
591-50-4

iodobenzene

phthalazone
119-39-1

phthalazone

2-phenylphthalazin-1-one
6266-49-5

2-phenylphthalazin-1-one

Conditions
ConditionsYield
With copper(l) iodide; L-methionine; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Reagent/catalyst; Inert atmosphere; chemoselective reaction;81%
With copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 150℃; for 6h;78%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate In triethylamine; N,N-dimethyl-formamide at 110℃; for 12h; Inert atmosphere;21%
2-(2-bromoethoxy)tetrahydropyran
17739-45-6, 59146-56-4

2-(2-bromoethoxy)tetrahydropyran

phthalazone
119-39-1

phthalazone

1,2-Dihydro-1-oxo-2-(tetrahydropyran-2-ylethoxy)-phthalazine

1,2-Dihydro-1-oxo-2-(tetrahydropyran-2-ylethoxy)-phthalazine

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide80%
2-(2-bromoethoxy)tetrahydropyran
17739-45-6, 59146-56-4

2-(2-bromoethoxy)tetrahydropyran

phthalazone
119-39-1

phthalazone

2-{2-[(Tetrahydro-2-pyranyl)oxy]ethyl}-1-oxophthalazine
131952-80-2

2-{2-[(Tetrahydro-2-pyranyl)oxy]ethyl}-1-oxophthalazine

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide80%
4-iodo-biphenyl
1591-31-7

4-iodo-biphenyl

phthalazone
119-39-1

phthalazone

2-([1,1'-biphenyl]-4-yl)phthalazin-1(2H)-one
1394916-71-2

2-([1,1'-biphenyl]-4-yl)phthalazin-1(2H)-one

Conditions
ConditionsYield
With bis(tetrapropylammonium) tetraiododicuprate(I); trans-1,2-cyclohexanediamine methanesulfonic acid; caesium carbonate In 1,4-dioxane at 130℃; for 24h; Inert atmosphere;80%
phthalazone
119-39-1

phthalazone

4-bromo-2H-phthalazin-1-one
19064-73-4

4-bromo-2H-phthalazin-1-one

Conditions
ConditionsYield
Stage #1: phthalazone With potassium carbonate In N,N-dimethyl-formamide for 0.0833333h; Inert atmosphere;
Stage #2: With benzyltrimethylazanium tribroman-2-uide In N,N-dimethyl-formamide at 40℃; for 5h; Inert atmosphere; regioselective reaction;
79%
With bromine; potassium bromide In water at 20℃; for 31h; pH=5.8; Heating;66%
With bromine; potassium bromide
phthalazone
119-39-1

phthalazone

tert-butyl 4-(bromomethyl)piperidine-1-carboxylate
158407-04-6

tert-butyl 4-(bromomethyl)piperidine-1-carboxylate

2-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)phthalazin-1(2H)-one

2-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)phthalazin-1(2H)-one

Conditions
ConditionsYield
Stage #1: phthalazone With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;
Stage #2: tert-butyl 4-(bromomethyl)piperidine-1-carboxylate In N,N-dimethyl-formamide; mineral oil at 20℃;
78%
allylbenzene
300-57-2

allylbenzene

phthalazone
119-39-1

phthalazone

2-cinnamylphthalazin-1(2H)-one

2-cinnamylphthalazin-1(2H)-one

Conditions
ConditionsYield
With 2,6-dimethyl-1,4-benzoquinone; palladium dichloride In dimethyl sulfoxide at 100℃; for 24h; chemoselective reaction;76%
2-(2-chloroethoxy)ethyl ethanoate
14258-40-3

2-(2-chloroethoxy)ethyl ethanoate

phthalazone
119-39-1

phthalazone

2-[2-(2-acetoxyethoxy)ethyl]-1(2H)-phthalazinone

2-[2-(2-acetoxyethoxy)ethyl]-1(2H)-phthalazinone

Conditions
ConditionsYield
Stage #1: phthalazone With sodium hydride In N,N-dimethyl-formamide at 100℃; for 1h; Metallation;
Stage #2: 2-(2-chloroethoxy)ethyl ethanoate In N,N-dimethyl-formamide at 100℃; for 5h; Alkylation;
73%
phthalazone
119-39-1

phthalazone

2-(butan-2-yl)phthalazin-1(2H)-one

2-(butan-2-yl)phthalazin-1(2H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at -20 - 20℃; for 25h; Mitsunobu Displacement; Inert atmosphere;72%
1-benzyl-4-(3-bromopropyl)piperidine

1-benzyl-4-(3-bromopropyl)piperidine

phthalazone
119-39-1

phthalazone

3-(N-benzylpiperidin-4-yl)propylphthalazin-1(2H)-one

3-(N-benzylpiperidin-4-yl)propylphthalazin-1(2H)-one

Conditions
ConditionsYield
Stage #1: phthalazone With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃;
Stage #2: 1-benzyl-4-(3-bromopropyl)piperidine In N,N-dimethyl-formamide; mineral oil at 20℃;
70%
phthalazone
119-39-1

phthalazone

2-Cl-6-F-C6H3CH2-Y

2-Cl-6-F-C6H3CH2-Y

2-(2-chloro-6-fluoro-benzyl)-2H-phthalazin-1-one

2-(2-chloro-6-fluoro-benzyl)-2H-phthalazin-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Alkylation; Irradiation;65%

119-39-1Relevant articles and documents

Identification of the decomposition products of hydralazine hydrazones with three endogenous ketones and kinetic study of the formation of 3-methyl-8-triazolo[3,4-a]phthalazine from hydralazine and pyruvic acid

Nakano,Tomitsuka,Juni

, p. 3407 - 3411 (1980)

-

-

Hirsch,Orphanos

, p. 1551,1554 (1966)

-

Inhibitory effects of drugs on the metabolic activity of mouse and human aldehyde oxidases and influence on drug–drug interactions

Takaoka, Naoki,Sanoh, Seigo,Okuda, Katsuhiro,Kotake, Yaichiro,Sugahara, Go,Yanagi, Ami,Ishida, Yuji,Tateno, Chise,Tayama, Yoshitaka,Sugihara, Kazumi,Kitamura, Shigeyuki,Kurosaki, Mami,Terao, Mineko,Garattini, Enrico,Ohta, Shigeru

, p. 28 - 38 (2018)

As aldehyde oxidase (AOX) plays an emerging role in drug metabolism, understanding its significance for drug–drug interactions (DDI) is important. Therefore, we tested 10 compounds for species-specific and substrate-dependent differences in the inhibitory effect of AOX activity using genetically engineered HEK293 cells over-expressing human AOX1, mouse AOX1 or mouse AOX3. The IC50 values of 10 potential inhibitors of the three AOX enzymes were determined using phthalazine and O6-benzylguanine as substrates. 17β-Estradiol, menadione, norharmane and raloxifene exhibited marked differences in inhibitory effects between the human and mouse AOX isoforms when the phthalazine substrate was used. Some of the compounds tested exhibited substrate-dependent differences in their inhibitory effects. Docking simulations with human AOX1 and mouse AOX3 were conducted for six representative inhibitors. The rank order of the minimum binding energy reflected the order of the corresponding IC50 values. We also evaluated the potential DDI between an AOX substrate (O6-benzylguanine) and an inhibitor (hydralazine) using chimeric mice with humanized livers. Pretreatment of hydralazine increased the maximum plasma concentration (Cmax) and the area under the plasma concentration-time curve (AUC0–24) of O6-benzylguanine compared to single administration. Our in vitro data indicate species-specific and substrate-dependent differences in the inhibitory effects on AOX activity. Our in vivo data demonstrate the existence of a DDI which may be of relevance in the clinical context.

Synthesis of 4-Substituted Phthalazin-1(2H)-ones from 2-Acylbenzoic Acids: Controlling Hydrazine in a Pharmaceutical Intermediate through PAT-Guided Process Development

Mennen, Steven M.,Mak-Jurkauskas, Melody L.,Bio, Matthew M.,Hollis, L. Steven,Nadeau, Kelly A.,Clausen, Andrew M.,Hansen, Karl B.

, p. 884 - 891 (2015)

A simple one-pot, two-step process for the conversion of 2-acylbenzoic acids to phthalazin-1(2H)-ones was developed. A robust process was required that delivered the final isolated solid with consistently low levels of residual hydrazine, for further processing to the final drug substance. An in situ formed intermediate was critical to control reactivity and allowed for the controlled crystallization that prevented entrainment of hydrazine. Leveraging Process Analytical Technology (PAT), we investigated the reaction profile with in situ IR and Power Compensation Calorimetry (PCC) to aid development prior to a successful scale-up.

Antituberclous compounds. XXVII. Synthesis of 7,8-dihydropyrido-[2.3-d]pyridazin-(6H)-one.

Kakimoto,Tonooka

, p. 2996 - 2997 (1969)

-

Synthesis and Investigation of Phthalazinones as Antitubercular Agents

Santoso, Kristiana T.,Cheung, Chen-Yi,Hards, Kiel,Cook, Gregory M.,Stocker, Bridget L.,Timmer, Mattie S. M.

supporting information, p. 1278 - 1285 (2019/02/24)

A series of 2- and 7-substituted phthalazinones was synthesised and their potential as anti-tubercular drugs assessed via Mycobacterium tuberculosis (mc26230) growth inhibition assays. All phthalazinones tested showed growth inhibitory activity (MIC 100 μm), and those compounds containing lipophilic and electron-withdrawing groups generally exhibited better anti-tubercular activity. Several lead compounds were identified, including 7-((2-amino-6-(4-fluorophenyl)pyrimidin-4-yl)amino)-2-heptylphthalazin-1(2H)-one (MIC=1.6 μm), 4-tertbutylphthalazin-2(1H)-one (MIC=3 μm), and 7-nitro-phthalazin-1(2H)-one (MIC=3 μm). Mode of action studies indicated that selected pyrimidinyl-phthalazinones may interfere with NADH oxidation, however, the mode of action of the lead compound is independent of this enzyme. MIC=minimum inhibitory concentration.

A paclitaxel and model phthalazine ketone BTK inhibitor combination pharmaceutical composition and its application (by machine translation)

-

, (2019/02/04)

The invention provides a joint for paclitaxel and BTK inhibitor pharmaceutical composition comprising an active ingredient and a pharmaceutically acceptable auxiliary material, wherein the active ingredient by the taxol of formula (I) of a BTK inhibitors shown, the active ingredient of taxol in the formula (I) indicated by the molar ratio of BTK inhibitors (0.14 - 0.20): 1. The pharmaceutical composition can be used for preparing the prevention and/or treating the Bruton tyrosine kinase-related disease drug, the treatment effect is good. (by machine translation)

Novel pyridazinone BTK inhibitor as well as preparation and application thereof

-

, (2019/02/27)

The invention belongs to the field of medical chemistry, relates to a novel pyridazinone BTK inhibitor as well as preparation and application thereof, in particular to a pyridazinone BTK inhibitor, apreparation method thereof, a pharmaceutical composition containing the same, and application thereof to treatment of Bruton's tyrosine kinase-related diseases.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 119-39-1