ChemicalBook > CAS DataBase List > 4-Aminophthalhydrazide

4-Aminophthalhydrazide

Uses

Product Name: 4-Aminophthalhydrazide
CAS No.: 3682-14-2
Chemical Name: 4-Aminophthalhydrazide
Synonyms: ISOLUMINOL;IsoluMinol 4-Aminophthalhydrazid;4-AMINOPHTHALHYDRAZIDE;4-AMINOPHTHALOYLHYDRAZINE;6-Aminophthalazine-1,4-diol;4-Aminophthalic acid hydrazide;6-Amino-2,3-dihydro-1,4-phthal-;4-AMINOPHTHALHYDRAZIDE MONOHYDRATE;4-AMINOPHTHALHYDRAZIDE HYDRATE, 98%
CBNumber: CB0214221
Molecular Formula: C8H7N3O2
Formula Weight: 177.16
MOL File: 3682-14-2.mol

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4-Aminophthalhydrazide Property

Melting point:: 300 °C (lit.)
Density: 1.433±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Soluble in ammonium hydroxide, sodium carbonate or other base.
pka: 10.78±0.20(Predicted)
form: Solid
color: White to Off-White
Sensitive: Air Sensitive
BRN: 164804
InChI: InChI=1S/C8H7N3O2/c9-4-1-2-5-6(3-4)8(13)11-10-7(5)12/h1-3H,9H2,(H,10,12)(H,11,13)
InChIKey: HUDPLKWXRLNSPC-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC(N)=C2)C(O)=NN1
CAS DataBase Reference: 3682-14-2(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 10-23
HS Code: 29280000

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A8264
Product name: 4-Aminophthalhydrazide
Packaging: 1g
Price: $161
Updated: 2025/07/31

Sigma-Aldrich

Product number: A8264
Product name: 4-Aminophthalhydrazide
Packaging: 5g
Price: $605
Updated: 2025/07/31

TCI Chemical

Product number: A5300
Product name: Isoluminol [Chemiluminescence reagent]
Purity: >98.0%(HPLC)(T)
Packaging: 1g
Price: $99
Updated: 2025/07/31

TCI Chemical

Product number: A5300
Product name: Isoluminol [Chemiluminescence reagent]
Purity: >98.0%(HPLC)(T)
Packaging: 10g
Price: $594
Updated: 2025/07/31

Sigma-Aldrich

Product number: A8264
Product name: 4-Aminophthalhydrazide
Packaging: 10g
Price: $945
Updated: 2025/07/31

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4-Aminophthalhydrazide Chemical Properties,Usage,Production

Uses

4-Aminophthalhydrazide is a chemiluminescent compound.

Chemical Properties

Powder

Uses

4-Aminophthalhydrazide has been used in:

chemiluminescence-based reactive oxygen species (ROS) assay in bone marrow (BM) neutrophils post-Yersinia pseudotuberculosis infection
neutrophil ROS assays post-K. pneumonia exposure
neutrophil ROS assays in response to formylated-methionine-leucine-proline

Biochem/physiol Actions

4-Aminophthalhydrazide or isoluminol is a chemiluminescent compound that comprises a phthalazine ring. It is more hydrophilic than luminol. Isoluminol is commercially used in a wide variety of in vitro immunoassays and is a chemiluminescence amplifier for studying reactive oxygen species. It is also useful as an electroluminescence (ECL) biosensor and as a probe for rapid microbial detection.

Synthesis

3682-19-7

3682-14-2

The general procedure for the synthesis of 4-amino phthalazine hydrazide using 6-nitro-2,3-dihydrophthalazine-1,4-dione as starting material was as follows: Intermediate B was transferred to a 5L high-pressure hydrogenation reactor and 3 g of 10% palladium/carbon catalyst was added. The reaction system was heated to 35 ℃ and hydrogen was introduced until the pressure reached 4 atm, and the reaction was maintained at a constant pressure for 4 h. After the reaction was completed, the reaction was carried out with nitrogen. Upon completion of the reaction, the hydrogen in the reactor was replaced with nitrogen. Subsequently, the pH of the reaction solution was adjusted to 3-4 with 35% by weight concentrated hydrochloric acid. heating was continued to 100°C and the nitrogen gas flow was stopped. The reaction mixture was filtered while hot and the filtrate precipitated a large amount of solid after cooling to room temperature. The solid precipitate was collected by filtration and the filtrate could be used for organic solvent recovery. The resulting filter cake was washed with 400 ml of deionized water and dried to give 214 g of 4-amino phthalic hydrazide (isluminolide).

References

[1] Patent: CN106810501, 2017, A. Location in patent: Paragraph 0050
[2] Journal of the Chemical Society, 1937, p. 26,31
[3] Recueil des Travaux Chimiques des Pays-Bas, 1935, vol. 54, p. 471
[4] Bulet.Soc.Chim.Romania, 1930, vol. 12, p. 140,163
[5] Patent: CN105348202, 2016, A. Location in patent: Paragraph 0045; 0054; 0055; 0056

4-Aminophthalhydrazide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Aminophthalhydrazide manufacturers

Asia Chem I and E (Jiangsu) Co Ltd

Product: 4-Aminophthalhydrazide (Isoluminol) 3682-14-2
Price: US $320.00/Kg/Drum
Min. Order: 5Kg/Drum
Purity: 99.00%HPLC
Supply Ability: 8.5tons/month
Release date: 2021-09-14

Shaanxi Dideu Medichem Co. Ltd

Product: 4-Aminophthalhydrazide 3682-14-2
Price: US $1.00/Kg
Min. Order: 1Kg
Purity: 98%
Supply Ability: 20T
Release date: 2024-07-19

Hubei Xindesheng Material Technology Co., Ltd.

Product: Isoluminol | 4-aminophthaloyl hydrazide 3682-14-2
Price: US $12.00-4.50/G
Min. Order: 10g
Purity: ＞98%
Supply Ability: 100kg
Release date: 2020-11-03

3682-14-2, 4-AminophthalhydrazideRelated Search:

4-Dimethylaminobenzoic acid Glycine 4-Dimethylaminopyridine Phthalhydrazide 4-Dimethylaminobenzaldehyde 2-Amino-5-chlorobenzophenone Hydrochlorothiazide AMINOACETONITRILE HYDROGEN SULFATE Betaine 3-Aminoacetophenone O-Phthalimide ALTRENOGEST Buprofezin 4-Aminophthalic acid Dihydromyrcenol 2-Dimethylaminoethanol (6-[N-(6-AMINOHEXYL)-N-ETHYL]AMINO-2,3-DIHYDRO-1,4-PHTHALAZINE-1,4-DIONE 2,3-DIHYDRO-6-ISOTHIOCYANATO-1,4-PHTHALAZINEDIONE

ISOLUMINOL

6-amino-2,3-dihydrophthalazine-1,4-dione hydrate

6-AMINO-2,3-DIHYDRO-1,4-PHTHALAZINEDIONE

6-AMINO-2,3-DIHYDROPHTHALAZINE-1,4-DIONE

4-AMINOPHTHALHYDRAZIDE HYDRATE, 98%

4-AMINOPHTHALHYDRAZIDE MONOHYDRATE

6-AMINO-2-3-DIHYDRO-1-4-PHTHALAZINEDIONE CRYSTALLI

6-Amino-2,3-dihydro-1,4-phthal-

4-AMINOPHTHALHYDRAZIDE MONOHYDRATE BIOCHEMIKA, FOR CHEMILUMINESCENCE 99%

Isoluminol [Chemiluminescence reagent]

4-AMINOPHTHALHYDRAZIDE

4-AMINOPHTHALOYLHYDRAZINE

6-Amino-2,3-dihydro-1,4-phthalazinedione, Isoluminol

6-Amino-1,2,3,4-tetrahydrophthalazine-1,4-dione

6-amino-2,3-dihydrophthalazine-1,4-quinone

6-azanyl-2,3-dihydrophthalazine-1,4-dione

6-Amino-2,3-dihydro-1,4-phthalazinedione 4-Aminophthalhydrazide 4-Aminophthaloylhydrazine

IsoluMinol&nbsp

4-Aminophthalhydrazide 6-Amino-2,3-dihydro-1,4-phthalazinedione 4-Aminophthaloylhydrazine

Isoluminol [Chemiluminescence reagent]&gt

Isoluminol | 4-aminophthaloyl hydrazide

1,4-Phthalazinedione, 6-amino-2,3-dihydro-

1(2H)-Phthalazinone, 7-amino-4-hydroxy-

7-Amino-4-hydroxyphthalazin-1(2H)-one

4-Aminophthalhydrazide (Isoluminol)

4-Aminophthalhydrazid

Isoluminol (4-Aminophthalhydrazide)

6-Aminophthalazine-1,4-diol

4-Aminophthalic acid hydrazide

3682-14-2

Fluorescent Enzyme Substrates

Fluorescent Probes, Labels, Particles and Stains

Fluorescent Enzyme Substrates for Spectroscopy

Luminescent Compounds/Detection

Luminols (Chemiluminescence)

Chemiluminescence

BioChemical

Chemiluminescent compounds

Biochemicals and Reagents

Luminols (Chemiluminescence)

Analytical Chemistry

Chemiluminescence