Adamantanine
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 591073

CAS#: 42381-05-5

Description: Adamantanine is a rigid, achiral, tricyclic alpha-amino acid with transport inhibitory properties.


Chemical Structure

img
Adamantanine
CAS# 42381-05-5

Theoretical Analysis

MedKoo Cat#: 591073
Name: Adamantanine
CAS#: 42381-05-5
Chemical Formula: C11H17NO2
Exact Mass: 195.13
Molecular Weight: 195.260
Elemental Analysis: C, 67.66; H, 8.78; N, 7.17; O, 16.39

Price and Availability

Size Price Availability Quantity
500mg USD 690
Bulk inquiry

Synonym: NSC 145160; NSC145160; NSC-145160; Adamantanine; 2-Aminoadamantane-2-carboxylic acid

IUPAC/Chemical Name: 2-Aminoadamantane-2-carboxylic acid

InChi Key: WQMQRNCPZFUGID-UHFFFAOYSA-N

InChi Code: InChI=1S/C11H17NO2/c12-11(10(13)14)8-2-6-1-7(4-8)5-9(11)3-6/h6-9H,1-5,12H2,(H,13,14)

SMILES Code: O=C(C1(N)C2CC3CC(C2)CC1C3)O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 195.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Nagaswa HT, Elberling JA, Shirota FN. 2-Aminoadamantane-2-carboxylic acid, a rigid, achiral, tricyclic alpha-amino acid with transport inhibitory properties. J Med Chem. 1973 Jul;16(7):823-6. doi: 10.1021/jm00265a016. PMID: 4725929.


2: Szcześniak P, Pieczykolan M, Stecko S. The Synthesis of α,α-Disubstituted α-Amino Acids via Ichikawa Rearrangement. J Org Chem. 2016 Feb 5;81(3):1057-74. doi: 10.1021/acs.joc.5b02628. Epub 2016 Jan 12. PMID: 26726732.


3: Mazzier D, Grassi L, Moretto A, Alemán C, Formaggio F, Toniolo C, Crisma M. En route towards the peptide γ-helix: X-ray diffraction analyses and conformational energy calculations of Adm-rich short peptides. J Pept Sci. 2017 Apr;23(4):346-362. doi: 10.1002/psc.2957. Epub 2016 Dec 22. PMID: 28004461.


4: Ingham RJ, Battilocchio C, Fitzpatrick DE, Sliwinski E, Hawkins JM, Ley SV. A systems approach towards an intelligent and self-controlling platform for integrated continuous reaction sequences. Angew Chem Int Ed Engl. 2015 Jan 2;54(1):144-8. doi: 10.1002/anie.201409356. Epub 2014 Nov 5. PMID: 25377747; PMCID: PMC4502965.


5: Battilocchio C, Guetzoyan L, Cervetto C, Di Cesare Mannelli L, Frattaroli D, Baxendale IR, Maura G, Rossi A, Sautebin L, Biava M, Ghelardini C, Marcoli M, Ley SV. Flow Synthesis and Biological Studies of an Analgesic Adamantane Derivative That Inhibits P2X7-Evoked Glutamate Release. ACS Med Chem Lett. 2013 May 22;4(8):704-9. doi: 10.1021/ml400079h. PMID: 24900736; PMCID: PMC4027228.