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127272

Sigma-Aldrich

1-Adamantaneacetic acid

98%

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Synonym(s):
1-Adamantylacetic acid
Empirical Formula (Hill Notation):
C12H18O2
CAS Number:
Molecular Weight:
194.27
Beilstein/REAXYS Number:
641412
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

chunks

mp

134-137 °C (lit.)

SMILES string

OC(=O)CC12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C12H18O2/c13-11(14)7-12-4-8-1-9(5-12)3-10(2-8)6-12/h8-10H,1-7H2,(H,13,14)/t8-,9+,10-,12-

InChI key

AOTQGWFNFTVXNQ-GOCCLTDMSA-N

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This Item
C112852221511N1909
1-Adamantaneacetic acid 98%

127272

1-Adamantaneacetic acid

2-Cyclopentene-1-acetic acid 98%

C112852

2-Cyclopentene-1-acetic acid

Sodium 1-butanesulfonate 98%

221511

Sodium 1-butanesulfonate

1-Naphthoic acid 96%

N1909

1-Naphthoic acid

mp

134-137 °C (lit.)

mp

19 °C (lit.)

mp

>300 °C (lit.)

mp

157-160 °C (lit.)

form

chunks

form

liquid

form

solid

form

powder

Application

1-Adamantaneacetic acid was used as an acylating agent in determining pharmacological characteristics of ten new analogues of bradykinin (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg) that were modified in the N-terminal part of the molecule.

Biochem/physiol Actions

1-Adamantaneacetic acid is an inhibitor of chorismate mutase-prephenate dehydrogenase (EC 1.3.1.12) from Escherichia coli K12 (strain JP 232).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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G D Smith et al.
The Biochemical journal, 165(1), 121-126 (1977-07-01)
Several derivatives of phenylalanine and tyrosine were prepared and tested for inhibition of chorismate mutase-prephenate dehydrogenase (EC 1.3.1.12) from Escherichia coli K12 (strain JP 232). The best inhibitors were N-toluene-p-sulphonyl-L-phenylalanine, N-benzenesulphonyl-L-phenylalanine and N-benzloxycarbonyl-L-phenylalanine. Consequently two compounds, N-toluene-sulphonyl-L-p-aminophenylalanine and N-p-aminobenzenesulphonyl-L-phenylalanine, were
Joshua E Mealy et al.
Advanced materials (Deerfield Beach, Fla.), 30(20), e1705912-e1705912 (2018-03-31)
Injectable hydrogels are useful for numerous biomedical applications, such as to introduce therapeutics into tissues or for 3D printing. To expand the complexity of available injectable hydrogels, shear-thinning and self-healing granular hydrogels are developed from microgels that interact via guest-host
Xue Li et al.
ChemMedChem, 15(3), 274-283 (2019-11-26)
Nanomedicine recently emerged as a novel strategy to improve the performance of radiotherapy. Herein we report the first application of radioenhancers made of nanoscale metal-organic frameworks (nanoMOFs), loaded with gemcitabine monophosphate (Gem-MP), a radiosensitizing anticancer drug. Iron trimesate nanoMOFs possess
Alexander Trifonov et al.
ACS nano, 13(8), 8630-8638 (2019-07-17)
Through a careful chemical and bioelectronic design we have created a system that uses self-assembly of enzyme-nanoparticle hybrids to yield bioelectrocatalytic functionality and to enable the harnessing of electrical power from biomass. Here we show that mixed populations of hybrids
Juan Manuel Gutierrez-Villagomez et al.
Talanta, 162, 440-452 (2016-11-14)
In this study, we report for the first time the efficiency of pentafluorobenzyl bromide (PFBBr) for naphthenic acid (NA) mixtures derivatization, and the comparison in the optimal conditions to the most common NAs derivatization reagents, BF

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