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138576

Sigma-Aldrich

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
Beilstein:
2204333
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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)

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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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Zari Hooshyar et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 173, 144-150 (2016-09-18)
In this study, we describe the synthesis of a new quantum dots (QDs) by embedding glutathione capped CdTe/ZnS QDs into cationic starch biopolymer (CS-GSH-CdTe/ZnS QDs). The fluorescence intensity of prepared QDs was significantly enhanced. When QDs interacted with rifampicin, the
Dinesh Addla et al.
Bioorganic & medicinal chemistry letters, 24(8), 1974-1979 (2014-04-01)
A series of novel 1,2,3-triazole-adamantylacetamide hybrids 5a-u, designed by combining bioactive fragments from antitubercular I-A09 and substituted adamantyl urea, were synthesized using copper catalyzed click chemistry. N-(1-Adamantyl)-2-azido acetamide 3 prepared from 1-adamantylamine was reacted with a series of alkyl/aryl acetylenes

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