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Merck
CN

857661

4-Aminobenzamidine dihydrochloride

98%

Synonym(s):

p-Aminobenzimidamide dihydrochloride

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About This Item

Linear Formula:
H2NC6H4C(=NH)NH2·2HCl
CAS Number:
Molecular Weight:
208.09
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-692-2
Beilstein/REAXYS Number:
3692927
MDL number:
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Product Name

4-Aminobenzamidine dihydrochloride, 98%

InChI key

GHEHNICLPWTXJC-UHFFFAOYSA-N

InChI

1S/C7H9N3.2ClH/c8-6-3-1-5(2-4-6)7(9)10;;/h1-4H,8H2,(H3,9,10);2*1H

SMILES string

Cl[H].Cl[H].NC(=N)c1ccc(N)cc1

assay

98%

form

crystals

mp

>300 °C (lit.)

functional group

amine

storage temp.

2-8°C

Quality Level

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Application

4-Aminobenzamidine dihydrochloride can be used to synthesize:
  • Orally active fibrinogen receptor antagonists based on benzamidines.
  • Benzamidine derivatives that are selective and potent serine protease inhibitors.
  • Novel pyrrolo [3,2-c] quinolines that are structural analogs of topoisomerase inhibitors such as coralyne and fagaronine.

4-Aminobenzamidine dihydrochloride is used as a ligand in affinity chromatography for purification and immobilization of enzymes.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Biochemical and molecular modeling analysis of the ability of two p-aminobenzamidine-based sorbents to selectively purify serine proteases (fibrinogenases) from snake venoms.
De-Simone S G, et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 822(1-2), 1-9 (2005)
In vitro blood compatibility of polymeric biomaterials through covalent immobilization of an amidine derivative.
Gouzy M F, et al.
Biomaterials, 25(17), 3493-3501 (2004)
Design of orally active, non-peptide fibrinogen receptor antagonists. An evolutionary process from the RGD sequence to novel anti-platelet aggregation agents.
Bovy P R, et al.
Bioorganic & Medicinal Chemistry, 2(9), 881-895 (1994)
A synthesis of new pyrrolo [3, 2?c] quinolines.
Dudouit F, et al.
Journal of Heterocyclic Chemistry, 38(3), 755-758 (2001)
S Khamlichi et al.
Journal of chromatography, 510, 123-132 (1990-06-27)
Amidine derivatives interact with serine proteases, the inhibition being due to interactions between amidine functions and the active sites of the enzymes. Five different types of amidine (substituted or unsubstituted) were coupled to coated silica beads, which had previously been

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