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Merck
CN

180807

(−)-cis-Myrtanylamine

98%

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About This Item

Empirical Formula (Hill Notation):
C10H19N
CAS Number:
73522-42-6
Molecular Weight:
153.26
NACRES:
NA.22
PubChem Substance ID:
24850900
UNSPSC Code:
12352116
MDL number:
MFCD00001349
Assay:
98%
Form:
liquid

Key Documents

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InChI

1S/C10H19N/c1-10(2)8-4-3-7(6-11)9(10)5-8/h7-9H,3-6,11H2,1-2H3/t7-,8-,9-/m0/s1

SMILES string

CC1(C)[C@@]2([H])CC[C@](CN)([H])[C@@]1(C2)[H]

InChI key

SYJBFPCQIJQYNV-CIUDSAMLSA-N

assay

98%

form

liquid

optical activity

[α]22/D −30.5°, neat

refractive index

n20/D 1.4877 (lit.)

bp

94-99 °C/27 mmHg (lit.)

density

0.915 g/mL at 25 °C (lit.)

functional group

amine

Quality Level

200

Related Categories

Application

(-)-cis-Myrtanylamine may be used:
  • As a reactant to prepare N,N-bis((-)-cis-myrtanyl)butylene-2,3-diimine (BMDI), a bidentate diimine ligand that can form transition metal complexes for catalyzing asymmetric synthesis.
  • As a building block to prepare imidazole derivatives, which are potent and selective cannabinoid receptor (CB2) antagonists.
  • To prepare a chiral catalyst, which can catalyze asymmetric three-component Mannich reaction.

wgk

WGK 3

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

172.4 °F - closed cup

flash_point_c

78 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000314103
0000311472
0000314103
0000355252
0000311472

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Synthesis of new chiral diimine palladium (II) and nickel (II) complexes bearing oxazoline-and myrtanyl-based nitrogen ligands. Crystal structure of the C 2-symmetric complex [{(1R, 2S)-inda-box} PdCl 2].
Abu-Surrah AS, et al.
Polyhedron, 21(1), 27-31 (2002)
Efficient catalysts for asymmetric Mannich reactions.
Rachwalski M, et al.
Organic & Biomolecular Chemistry, 11(25), 4207-4213 (2013)
Synthesis and SAR of novel imidazoles as potent and selective cannabinoid CB 2 receptor antagonists with high binding efficiencies.
Lange JHM, et al.
Bioorganic & Medicinal Chemistry Letters, 20(3), 1084-1089 (2010)
Marco Busnelli et al.
British journal of pharmacology, 177(2), 328-345 (2019-10-18)
Fenretinide, a synthetic retinoid derivative first investigated for cancer prevention and treatment, has been shown to ameliorate glucose tolerance, improve plasma lipid profile and reduce body fat mass. These effects, together with its ability to inhibit ceramide synthesis, suggest that

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