ChemicalBook > CAS DataBase List > PHTHALAZIN-5-AMINE

PHTHALAZIN-5-AMINE

Product Name
PHTHALAZIN-5-AMINE
CAS No.
102072-84-4
Chemical Name
PHTHALAZIN-5-AMINE
Synonyms
5-Phthalazinamine;PHTHALAZIN-5-AMINE;5-AMINO-PHTHALAZINE;Quinoxalin-5-ylamine;5-Aminophthalazine - [A72106]
CBNumber
CB7173949
Molecular Formula
C8H7N3
Formula Weight
145.16
MOL File
102072-84-4.mol
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PHTHALAZIN-5-AMINE Property

Melting point:
223-224 °C(Solv: methanol (67-56-1))
Boiling point:
423.2±20.0 °C(Predicted)
Density 
1.292±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
5.32±0.30(Predicted)
Appearance
Light yellow to brown Solid
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

TRC
Product number
A616075
Product name
5-Aminophthalazine
Packaging
500mg
Price
$290
Updated
2021/12/16
AK Scientific
Product number
X8590
Product name
5-Aminophthalazine
Packaging
100mg
Price
$122
Updated
2021/12/16
AK Scientific
Product number
X8590
Product name
5-Aminophthalazine
Packaging
250mg
Price
$136
Updated
2021/12/16
Matrix Scientific
Product number
071917
Product name
5-Aminophthalazine
Purity
95+%
Packaging
500mg
Price
$170
Updated
2021/12/16
AK Scientific
Product number
X8590
Product name
5-Aminophthalazine
Packaging
1g
Price
$227
Updated
2021/12/16
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PHTHALAZIN-5-AMINE Chemical Properties,Usage,Production

Uses

5-Aminophthalazine is a building block that was used as a reactant in the synthetic preparation of ezrin inhibitors targeting metastatic osteosarcoma.

Synthesis

89898-86-2

102072-84-4

General procedure for the synthesis of 5-amino phthalazine using 5-nitro phthalazine as starting material: 0.88 g (5.0 mmol) of 5-nitro phthalazine was dissolved in 30 mL of tetrahydrofuran at 50 °C, followed by the addition of 4.37 g (25.1 mmol) of sodium bisulfite dissolved in a solution of 15 mL of water. The reaction mixture was stirred continuously at 50 °C for 15 min. Upon completion of the reaction, the organic phase was extracted with ethyl acetate (3 x 100 mL) and the combined organic phases were washed with brine (50 mL) and dried with anhydrous magnesium sulfate. After filtration, the solvent was removed by concentration under reduced pressure to give the crude product as a bright yellow precipitate. The crude product was recrystallized in hot methanol to give 0.49 g (67% yield) of purified 5-aminophthalazine. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (100.17 MHz, DMSO-d6) as follows: 1H NMR δ: 9.80 (s, 1H), 9.60 (s, 1H), 7.60 (dd, J = 4.6, 7.6 Hz, 1H), 7.20 (dd, J = 1.9, 4.6 Hz, 1H), 7.02 (d, J = 7.6 Hz, 1H), 6.50 (s, 2H); 13C NMR δ: 150.1,146.5,145.1,133.2,126.1,114.7,114.1,112.2.

References

[1] Journal of Medicinal Chemistry, 1986, vol. 29, # 8, p. 1329 - 1340
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 1, p. 478 - 487
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 3, p. 744 - 752
[4] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 9, p. 2577 - 2580
[5] Patent: US2006/116368, 2006, A1. Location in patent: Page/Page column 35; 36

PHTHALAZIN-5-AMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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