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213977

Sigma-Aldrich

3,5-Diaminobenzyl alcohol dihydrochloride

97%

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About This Item

Linear Formula:
(H2N)2C6H3CH2OH·2HCl
CAS Number:
28150-15-4
Molecular Weight:
211.09
EC Number:
248-868-1
MDL number:
MFCD00012982
UNSPSC Code:
12352100
PubChem Substance ID:
24852815
NACRES:
NA.22

assay

97%

form

solid

mp

>300 °C (lit.)

functional group

hydroxyl

SMILES string

Cl.Cl.Nc1cc(N)cc(CO)c1

InChI

1S/C7H10N2O.2ClH/c8-6-1-5(4-10)2-7(9)3-6;;/h1-3,10H,4,8-9H2;2*1H

InChI key

JPEQTVYJBMDSFJ-UHFFFAOYSA-N

Application

3,5-Diaminobenzyl alcohol dihydrochloride has been used in the synthesis of :
  • 9-anilinothiazolo[5,4-b]quinoline derivatives, potential anti-tumor agents[1]
  • {3-amino-5-[(7-chloro-4-quinolyl)amino]phenyl}methanol[2]
  • luminescent lanthanide complexes consisting of a lanthanide-binding chelate and organic-based antenna molecule[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
11331KH
18509CE
11721AC
11406DS
11021AI

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Pilar Rodríguez-Loaiza et al.
European journal of medicinal chemistry, 39(1), 5-10 (2004-02-28)
Five new 9-anilinothiazolo[5,4-b]quinoline derivatives (compounds 5, 7, 9, 10, 11) have been prepared. Some of the compounds were prepared by coupling properly substituted anilines to the novel compound 9-chloro-2-(methylthio)thiazolo[5,4-b]quinoline. Of these, compound 7 (9-anilino-2-[[2-(N,N-diethylamino)ethyl]amino]thiazolo[5,4-b]quinoline) showed the best cytotoxic activity in
Pinghua Ge et al.
Bioconjugate chemistry, 15(5), 1088-1094 (2004-09-16)
Luminescent lanthanide complexes consisting of a lanthanide-binding chelate and organic-based antenna molecule have unusual emission properties, including millisecond excited state lifetimes and sharply spiked spectra, compared to standard organic fluorophores. We have previously used carbostyril (cs124, 7-amino-4-methyl-2(1H)-quinolinone) as an antenna
S Delarue et al.
Chemical & pharmaceutical bulletin, 49(8), 933-937 (2001-08-23)
Amodiaquine (AQ) is an antimalarial which is effective against chloroquino-resistant strains of Plasmodium falciparum but whose clinical use is severely restricted because of associated hepatotoxicity and agranulocytosis. "One-pot" synthesis of formamidines likely to be transformed into AQ derivatives is reported.

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