TAPAP

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

MedKoo CAT#: 584894

CAS#: 73438-63-8

Description: TAPAP binds to thrombin and trypsin.

Chemical Structure

img
TAPAP
CAS# 73438-63-8
Instruction

Theoretical Analysis

MedKoo Cat#: 584894
Name: TAPAP
CAS#: 73438-63-8
Chemical Formula: C22H28N4O3S
Exact Mass: 428.19
Molecular Weight: 428.551
Elemental Analysis: C, 61.66; H, 6.59; N, 13.07; O, 11.20; S, 7.48

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

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.