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词条 Benzamidine
释义

  1. References

{{refimprove|date=December 2009}}{{Chembox
| Watchedfields = changed
| verifiedrevid = 443415204
| ImageFile = Benzamidine.svg
| ImageSize = 160px
| ImageName = Skeletal formula
| ImageFile1 = Benzamidine-3D-balls.png
| ImageSize1 = 160px
| ImageName1 = Ball-and-stick model
| IUPACName=Benzenecarboximidamide
| OtherNames=
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 7566
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 2242
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C01784
| InChI = 1/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9)
| InChIKey = PXXJHWLDUBFPOL-UHFFFAOYAU
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 20936
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PXXJHWLDUBFPOL-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=618-39-3
| PubChem=2332
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 41033
| SMILES = [NH]=C(N)c1ccccc1
}}
|Section2={{Chembox Properties
| C=7 | H=8 | N=2
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}Benzamidine is a reversible competitive inhibitor of trypsin, trypsin-like enzymes and serine proteases.[1]

It is often used as a ligand in protein crystallography to prevent proteases from degrading a protein of interest; the triangular diamine group at the bottom gives it a very obvious 'stick-man' shape which shows up in difference density maps. The benzamidine moiety is also found in some pharmaceuticals, like dabigatran.

References

1. ^{{Cite journal|last=Tanizawa|first=Kazutaka|last2=Ishii|first2=Shin-ichi|last3=Hamaguchi|first3=Kazo|last4=Kanaoka|first4=Yuichi|date=1971-05-01|title=Proteolytic EnzymesVI. Aromatic Amidines as Competitive Inhibitors of Trypsin|url=https://academic.oup.com/jb/article/69/5/893/2184754/Proteolytic-EnzymesVI-Aromatic-Amidines-as|journal=The Journal of Biochemistry|volume=69|issue=5|pages=893–899|doi=10.1093/oxfordjournals.jbchem.a129540|issn=0021-924X}}
{{Organic-compound-stub}}

2 : Phenyl compounds|Amidines

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