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Sigma-Aldrich

1-Adamantaneacetic acid

98%

Synonym(s):

1-Adamantylacetic acid

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About This Item

Empirical Formula (Hill Notation):
C12H18O2
CAS Number:
4942-47-6
Molecular Weight:
194.27
Beilstein/REAXYS Number:
641412
EC Number:
225-585-1
MDL number:
MFCD00074728
UNSPSC Code:
12352100
PubChem Substance ID:
24847774
NACRES:
NA.22

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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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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Joshua E Mealy et al.
Advanced materials (Deerfield Beach, Fla.), 30(20), e1705912-e1705912 (2018-03-31)
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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
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Małgorzata Sleszyńska et al.
International journal of peptide research and therapeutics, 18(2), 117-124 (2012-05-18)
In the current work we present some pharmacological characteristics of ten new analogues of bradykinin (Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg) modified in the N-terminal part of the molecule with a variety of acyl substituents. Of the many acylating agents used previously with B(2) receptor
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