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N-Isopropylbenzylamine

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N-Isopropylbenzylamine Basic information

Product Name:
N-Isopropylbenzylamine
Synonyms:
  • Benzylamine, N-isopropyl-
  • Benzylisopropylamine
  • Isopropylbenzylamine
  • n-(1-methylethyl)-benzenemethanamin
  • N-ISOPROPYLBENZYLAMINE
  • N-BENZYLISOPROPYLAMINE
  • N-BENZYL-N-ISOPROPYLAMINE
  • n-(1-methylethyl)-benzenemethanamine
CAS:
102-97-6
MF:
C10H15N
MW:
149.23
EINECS:
203-067-6
Product Categories:
  • API
  • 102-97-6
  • 1
Mol File:
102-97-6.mol
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N-Isopropylbenzylamine Chemical Properties

Melting point:
143°C (estimate)
Boiling point:
200 °C(lit.)
Density 
0.892 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.502(lit.)
Flash point:
190 °F
storage temp. 
Store below +30°C.
solubility 
Chloroform (Slightly), Ethy Acetate (Slightly), Methanol (Slightly)
pka
9.77±0.19(Predicted)
form 
Oil
color 
Colourless
BRN 
2638437
InChIKey
LYBKPDDZTNUNNM-UHFFFAOYSA-N
CAS DataBase Reference
102-97-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzenemethanamine, N-(1-methylethyl)-(102-97-6)
EPA Substance Registry System
Benzenemethanamine, N-(1-methylethyl)- (102-97-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
2735
WGK Germany 
3
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29214980

MSDS

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N-Isopropylbenzylamine Usage And Synthesis

Chemical Properties

CLEAR VERY SLIGHTLY YELLOW TO YELLOW LIQUID

Uses

N-Isopropylbenzylamine, can be used as an intermediate in the synthesis of pharmaceutical compounds,and as a precursor to the manufacture of some drugs. Due to it’s similarity in appearance and physical properties to methamphetamine, it has been recently come under consideration of DEA.

Preparation

N-benzylisopropylamine is synthesized by the reduction reaction of N-isopropylbenzamide or prepared from benzylamine and acetone by reductive amination reaction.

Application

N-Isopropylbenzylamine was used as ligand in the preparation and characterization of bis(cyclopentadienyl)magnesium. It was also used in the synthesis of N-benzylideneisopropylamine-N-oxide.

General Description

N-isopropylbenzylamine is a structural isomer of methamphetamine, is one of the most common adulterants. It forms amine adducts with magnesocene at ambient temperature in toluene.

Cytotoxicity

The toxicity of N-isopropylbenzylamine was evaluated in SH-SY5Y, PC12, and SN4741 cell lines. Cells were treated with 0.3–10 mM N-isopropylbenzylamine for 24 hours, and cell viability was measured using MTT assay. N-isopropylbenzylamine concentration-dependently reduced cell viability in these cells. The IC50 values of N-isopropylbenzylamine on cell viability were 3.47, 1.49, and 3.21 mM for SH-SY5Y cells, PC12 cells, and SN4741 cells, respectively. N-isopropylbenzylamine produced toxicity in cell lines that model neurons. Moreover, the activation of nNOS and the production of intracellular NO might be involved in N-isopropylbenzylamine-induced toxicity in SN4741 cells[1].

References

[1] Peng Xu . “N-isopropylbenzylamine, a methamphetamine mimics, produces toxicity via increasing nitric oxide in vitro.” Toxicology 480 (2022): Article 153337.

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