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857661

Sigma-Aldrich

4-Aminobenzamidine dihydrochloride

98%

Synonym(s):

p-Aminobenzimidamide dihydrochloride

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About This Item

Linear Formula:
H2NC6H4C(=NH)NH2·2HCl
CAS Number:
2498-50-2
Molecular Weight:
208.09
Beilstein:
3692927
EC Number:
219-692-2
MDL number:
MFCD00013001
UNSPSC Code:
12352100
PubChem Substance ID:
24888449
NACRES:
NA.22

Assay

98%

form

crystals

mp

>300 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

GHEHNICLPWTXJC-UHFFFAOYSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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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