MedKoo Cat#: 584894 | Name: TAPAP

Description:

WARNING: This product is for research use only, not for human or veterinary use.

TAPAP binds to thrombin and trypsin.

Chemical Structure

TAPAP
TAPAP
CAS#73438-63-8

Theoretical Analysis

MedKoo Cat#: 584894

Name: TAPAP

CAS#: 73438-63-8

Chemical Formula: C22H28N4O3S

Exact Mass: 428.1882

Molecular Weight: 428.55

Elemental Analysis: C, 61.66; H, 6.59; N, 13.07; O, 11.20; S, 7.48

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
TAPAP; 3-Tapap
IUPAC/Chemical Name
Piperidine, 1-(3-(3-(aminoiminomethyl)phenyl)-2-(((4-methylphenyl)sulfonyl)amino)-1-oxopropyl)-
InChi Key
RNNMXTSTLVYYQG-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H28N4O3S/c1-16-8-10-19(11-9-16)30(28,29)25-20(22(27)26-12-3-2-4-13-26)15-17-6-5-7-18(14-17)21(23)24/h5-11,14,20,25H,2-4,12-13,15H2,1H3,(H3,23,24)
SMILES Code
O=C(N1CCCCC1)C(NS(=O)(C2=CC=C(C)C=C2)=O)CC3=CC=CC(C(N)=N)=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 428.55 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Zesławska E, Jacob U, Stürzebecher J, Oleksyn BJ. The crystal structures of 3-TAPAP in complexes with the urokinase-type plasminogen activator and picrate. Bioorg Med Chem Lett. 2006 Jan 1;16(1):228-34. Epub 2005 Oct 3. PubMed PMID: 16202591. 2: Turk D, Stürzebecher J, Bode W. Geometry of binding of the N alpha-tosylated piperidides of m-amidino-, p-amidino- and p-guanidino phenylalanine to thrombin and trypsin. X-ray crystal structures of their trypsin complexes and modeling of their thrombin complexes. FEBS Lett. 1991 Aug 5;287(1-2):133-8. PubMed PMID: 1879520. 3: Hauptmann J, Markwardt F, Richter M. [Animal experiments on the pharmacokinetics of N alpha-tosyl-(3-amidinophenyl)alanine piperidide (TAPAP), a new thrombin inhibitor]. Pharmazie. 1982 Jun;37(6):430-3. German. PubMed PMID: 7122685. 4: Bergner A, Bauer M, Brandstetter H, Stürzebecher J, Bode W. The X-ray crystal structure of thrombin in complex with N alpha-2-naphthylsulfonyl-L-3-amidino-phenylalanyl-4-methylpiperidide: the beneficial effect of filling out an empty cavity. J Enzyme Inhib. 1995;9(1):101-10. PubMed PMID: 8568562. 5: Henriques ES, Fonseca N, Ramos MJ. On the modeling of snake venom serine proteinase interactions with benzamidine-based thrombin inhibitors. Protein Sci. 2004 Sep;13(9):2355-69. PubMed PMID: 15322279; PubMed Central PMCID: PMC2280023. 6: Glusa E, Hoffmann A, Markwardt F. Influence of benzamidine derivatives on thrombin-induced platelet reactions. Folia Haematol Int Mag Klin Morphol Blutforsch. 1982;109(1):98-106. PubMed PMID: 6177615. 7: Hauptmann J. Degradation of a benzamidine-type synthetic inhibitor of coagulation enzymes in plasma of various species. Thromb Res. 1991 Feb 1;61(3):279-84. PubMed PMID: 2028446. 8: Mills JE, Perkins TD, Dean PM. An automated method for predicting the positions of hydrogen-bonding atoms in binding sites. J Comput Aided Mol Des. 1997 May;11(3):229-42. PubMed PMID: 9263850. 9: Markwardt F, Nowak G, Hoffmann J. Comparative studies on thrombin inhibitors in experimental microthrombosis. Thromb Haemost. 1983 Jun 28;49(3):235-7. PubMed PMID: 6603675.