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词条 Ciraparantag
释义

  1. Mechanism of action

  2. Chemical properties

  3. See also

  4. References

{{Infobox drug
| drug_name =
| IUPAC_name = N,N′-(1,4-Piperazinediyldi-3,1-propanediyl)bis[2-amino-5-[(aminoiminomethyl)amino]-, (2S,2S)-pentanamide
| image = Ciraparantag.svg
| alt =
| caption =
| pronounce =
| tradename =
| Drugs.com =
| MedlinePlus =
| pregnancy_AU =
| pregnancy_AU_comment =
| pregnancy_US =
| pregnancy_category =
| legal_AU =
| legal_AU_comment =
| legal_CA =
| legal_DE =
| legal_NZ =
| legal_UK =
| legal_US =
| legal_UN =
| legal_status = Investigational
| routes_of_administration = Intravenous
| bioavailability =
| protein_bound =
| metabolism =
| metabolites =
| onset = 10 min
| elimination_half-life =
| duration_of_action = 24 hours
| excretion =
| CAS_number = 1438492-26-2
| ATCvet =
| ATC_prefix = None
| ATC_suffix =
| PubChem = 71576543
| DrugBank =
| ChemSpiderID = 33427375
| UNII = U2R67KV65Q
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D10868
| synonyms = PER977
N1,N1′-[Piperazine-1,4-diylbis(propane-1,3-diyl)]bis-L-argininamide
| C=22 | H=48 | N=12 | O=2
| molecular_weight =
| smiles = C1CN(CCN1CCCNC(=O)[C@H](CCCNC(=N)N)N)CCCNC(=O)[C@H](CCCNC(=N)N)N
| StdInChI=1S/C22H48N12O2/c23-17(5-1-7-31-21(25)26)19(35)29-9-3-11-33-13-15-34(16-14-33)12-4-10-30-20(36)18(24)6-2-8-32-22(27)28/h17-18H,1-16,23-24H2,(H,29,35)(H,30,36)(H4,25,26,31)(H4,27,28,32)/t17-,18-/m0/s1
| StdInChIKey = HRDUUSCYRPOMSO-ROUUACIJSA-N
}}Ciraparantag (aripazine) is a drug under investigation as an antidote for a number of anticoagulant (anti-blood clotting) drugs, including factor Xa inhibitors (rivaroxaban, apixaban and edoxaban), dabigatran, low molecular weight heparins and unfractionated heparin.[1][2]

Mechanism of action

According to in vitro studies, the substance binds directly to anticoagulants via hydrogen bonds from or to various parts of the molecule:[1]

Hydrogen bonds Rivaroxaban Apixaban Edoxaban Dabigatran Heparins
Guanidine part15}}15}}15}}15}}
α-Amino group15}}15}}15}}15}}
Amide nitrogen15}}15}}15}}
Amide oxygen15}}15}}

Chemical properties

Ciraparantag consists of two L-arginine units connected with a piperazine containing linker chain.[1]

See also

  • Andexanet alfa
  • Idarucizumab
  • Prothrombin complex concentrate
  • Vitamin K

References

1. ^Schubert-Zsilavecz, M, Wurglics, M, Neue Arzneimittel Herbst 2015 {{de icon}}
2. ^{{cite journal|pmid=26449414|year=2015|author1=Ansell|first1=J. E.|title=Universal, class-specific and drug-specific reversal agents for the new oral anticoagulants|journal=Journal of Thrombosis and Thrombolysis|doi=10.1007/s11239-015-1288-1|volume=41|pages=248–52}}
{{blood-drug-stub}}

3 : Amino acid derivatives|Antidotes|Guanidines

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