138576
1-Adamantylamine
97%
Synonym(s):
1-Aminoadamantane
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About This Item
Empirical Formula (Hill Notation):
C10H17N
CAS Number:
Molecular Weight:
151.25
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-201-2
Beilstein/REAXYS Number:
2204333
MDL number:
Assay:
97%
Quality Level
assay
97%
mp
206-208 °C (lit.)
solubility
1 M HCl: soluble 5%, clear to hazy, colorless to faint yellow or tan
SMILES string
NC12C[C@H]3C[C@H](C[C@H](C3)C1)C2
InChI
1S/C10H17N/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9H,1-6,11H2/t7-,8+,9-,10-
InChI key
DKNWSYNQZKUICI-CHIWXEEVSA-N
Gene Information
human ... GRIN2A(2903)
General description
1-Adamantylamine, also known as Amantadine, is an adamantane derivative where an amino group is replaced by one of the methyl groups of adamantane. It is commonly used as a starting material in various organic reaction, such as monomer synthesis and one-pot synthesis of 1-adamantylhydrazine.
Application
1-Adamantylaminecan be used as a reactant to synthesize:
- Adamantyl ureas by reacting with isocyanates in the presence of triethylamine.
- N-(1-adamantyl)-2-chloroacetamide from chloroacetyl chloride in the presence of potassium carbonate.
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Terminal Modification with 1-Adamantylamine to Endow Hyperbranched Polyamidoamine with Thermo-/pH-Responsive Properties.
Guo Z, et al.
Macromolecular Rapid Communications, 29(21), 1746-1751 (2008)
Jinglun Huang et al.
The Journal of organic chemistry, 72(1), 204-208 (2006-12-30)
The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by use of in situ prepared chiral N,N'-dioxide catalyst from l-piperidinamide 3f and m-chloroperoxybenzoic acid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained.
Lei Deng et al.
Nature communications, 9(1), 359-359 (2018-01-26)
Current influenza vaccines provide limited protection against circulating influenza A viruses. A universal influenza vaccine will eliminate the intrinsic limitations of the seasonal flu vaccines. Here we report methodology to generate double-layered protein nanoparticles as a universal influenza vaccine. Layered