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Sigma-Aldrich

Benzamidine

≥95.0%

Synonym(s):

Benzenylamidine, Phenylamidine

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About This Item

Linear Formula:
C6H5C(=NH)NH2
CAS Number:
Molecular Weight:
120.15
Beilstein:
606020
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95.0%

form

powder or crystals

SMILES string

NC(=N)c1ccccc1

InChI

1S/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9)

InChI key

PXXJHWLDUBFPOL-UHFFFAOYSA-N

Application

Benzamidine was used in the preparation of heparan sulfate-rich proteoglycan from mouse mammary epithelial cells. It has been used to prevent enzymatic degradation during the purification procedure of bovine factor XII (Hageman factor).

Biochem/physiol Actions

Benzamidine is an inhibitor of plasmin and has been used in the radioimmunoassay of glucagon in human plasma. It prevents the destruction of Thyrotropin-releasing hormone (TRH) added to whole blood in vitro before radioimmunoassay of TRH.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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Purification and characterization of bovine coagulation factor XII (Hageman factor).
H Claeys et al.
European journal of biochemistry, 87(1), 69-74 (1978-06-01)
Hung-Wei Chang et al.
PLoS pathogens, 15(6), e1007826-e1007826 (2019-06-21)
Vaccinia mature virus requires A26 envelope protein to mediate acid-dependent endocytosis into HeLa cells in which we hypothesized that A26 protein functions as an acid-sensitive membrane fusion suppressor. Here, we provide evidence showing that N-terminal domain (aa1-75) of A26 protein
Use of benzamidine as a proteolytic inhibitor in the radioimmunoassay of glucagon in plasma.
J W Ensinck et al.
The Journal of clinical endocrinology and metabolism, 35(3), 463-467 (1972-09-01)
Karina Smorodinsky-Atias et al.
Molecular biology of the cell, 27(6), 1026-1039 (2015-12-15)
The receptor-tyrosine kinase (RTK)/Ras/Raf pathway is an essential cascade for mediating growth factor signaling. It is abnormally overactive in almost all human cancers. The downstream targets of the pathway are members of the extracellular regulated kinases (Erk1/2) family, suggesting that
Ana L Roa-Espitia et al.
Biology open, 5(9), 1189-1199 (2016-07-13)
Several focal adhesion proteins are known to cooperate with integrins to link the extracellular matrix to the actin cytoskeleton; as a result, many intracellular signaling pathways are activated and several focal adhesion complexes are formed. However, how these proteins function

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