7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole Chemical Properties

Melting point:

206-209 °C

Boiling point:

413.36°C (rough estimate)

Density 

1.2858 (rough estimate)

refractive index 

1.6120 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Acetonitrile: Slightly Soluble: 0.1-1 mg/ml
DMSO: Slightly Soluble: 0.1-1 mg/ml

form 

Solid

pka

-3.78±0.45(Predicted)

color 

Brown to orange

CAS DataBase Reference

18378-20-6

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

HS Code 

29349990

MSDS

• Language:English Provider:4-Benzylamino-7-nitrobenzofurazan
• Language:English Provider:ACROS

7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole Usage And Synthesis

Chemical Properties

BROWN FINE POWDER

Uses

BBD (NSC240867) is a biochemical reagent/chromogenic reagent.

Definition

ChEBI: 7-benzylamino-4-nitrobenz-2-oxa-1,3-diazole is a benzoxadiazole. It has a role as a fluorochrome.

Synthesis

GENERAL METHOD: To a solution of 4-chloro-7-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl, 1 eq.) in acetonitrile (0.1 M) was added benzylamine (1.1 eq.) followed by triethylamine (2 eq.). The reaction mixture was stirred at reflux for 16 hours under nitrogen protection. Upon completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. The residue was redissolved in ethyl acetate, washed sequentially with 1 M hydrochloric acid, water and saturated saline, the organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography with gradient elution using ethyl acetate/hexane mixed solvent.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 1, p. 370 - 374
[2] Journal fuer Praktische Chemie (Leipzig), 1985, vol. 327, # 3, p. 487 - 504
[3] Journal of Medicinal Chemistry, 1968, vol. 11, # 2, p. 305 - 311
[4] R. A. KENNER  A. A A. New fluorescent probe for protein and nucleoprotein conformation. Binding of 7-(p-methoxybenzylamino)-4-nitrobenzoxadiazole to bovine trypsinogen and bacterial ribosomes[J]. Biochemistry Biochemistry, 1971, 10 24: 4433-4440. DOI: 10.1021/bi00800a013
[5] SARAH A. STEVENSON  G. J B. Dynamics of 4-Benzylamino-7-nitrobenzofurazan in the 1-Propanol/Water Binary Solvent System. Evidence for Composition-Dependent Solvent Organization[J]. The Journal of Physical Chemistry A, 2006, 110 10: 3426-3431. DOI: 10.1021/jp057039g
[6] Y MATSUSHITA  I M  M Takahashi. Binding of fluorescent 7-amino-4-nitrobenzoxadiazole derivatives to bovine serum albumin.[J]. Chemical & pharmaceutical bulletin, 1986, 34 1: 333-339. DOI: 10.1248/cpb.34.333

7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole(18378-20-6)Related Product Information

• Bifonazole
• Benzyl carbamate
• 2-Nitrobenzyl alcohol
• 2,1,3-BENZOXADIAZOL-4-AMINE
• BENZOFURAZAN
• MBD
• N-benzyl-4-nitroaniline
• 4-nitrobenzofurazan
• 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole