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134996

Sigma-Aldrich

3-Iodobenzylamine hydrochloride

97%

Synonym(s):

(3-Iodophenyl)methanamine hydrochloride, m-Iodobenzylamine hydrochloride

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About This Item

Linear Formula:
IC6H4CH2NH2 · HCl
CAS Number:
3718-88-5
Molecular Weight:
269.51
EC Number:
223-068-5
MDL number:
MFCD00012857
UNSPSC Code:
12352100
PubChem Substance ID:
24848191
NACRES:
NA.22

Quality Level

200

assay

97%

mp

188-190 °C (lit.)

SMILES string

Cl.NCc1cccc(I)c1

InChI

1S/C7H8IN.ClH/c8-7-3-1-2-6(4-7)5-9;/h1-4H,5,9H2;1H

Inchi Key

PYFDZOCGFHIRST-UHFFFAOYSA-N

Related Categories

Application

3-Iodobenzylamine hydrochloride was used as the starting reagent in the synthesis of N6-(3-iodobenzyl)-2-substituted-adenosine derivatives. It was used in the synthesis of 3′-C-methyl adenosine N6-substituted and N6/C-2 disubstituted derivatives and novel 2′-C-methyl analogues.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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H O Kim et al.
Journal of medicinal chemistry, 37(21), 3614-3621 (1994-10-14)
Adenosine derivatives bearing an N6-(3-iodobenzyl) group, reported to enhance the affinity of adenosine-5'-uronamide analogues as agonists at A3 adenosine receptors (J. Med. Chem. 1994, 37, 636-646), were synthesized starting from methyl beta-D-ribofuranoside in 10 steps. Binding affinities at A1 and
Loredana Cappellacci et al.
Journal of medicinal chemistry, 48(5), 1550-1562 (2005-03-04)
A number of 3'-C-methyl analogues of selective adenosine receptor agonists such as CPA, CHA, CCPA, 2'-Me-CCPA, NECA, and IB-MECA was synthesized to further investigate the subdomain of the receptor that binds the ribose moiety of the ligands. Affinity data at

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