An inhibitor of TG2
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LDN-27219

Item No. 32975

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(3,4-dihydro-4-oxo-3,5-diphenylthieno[2,3-d]pyrimidin-2-yl)thio]-acetic acid, hydrazide (ACl)
CAS Number
312946-37-5
Molecular Formula
C20H16N4O2S2
Formula Weight
408.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mM
SMILES
O=C(CSC1=NC2=C(C(N1C3=CC=CC=C3)=O)C(C4=CC=CC=C4)=CS2)NN
InChi Code
InChI=1S/C20H16N4O2S2/c21-23-16(25)12-28-20-22-18-17(15(11-27-18)13-7-3-1-4-8-13)19(26)24(20)14-9-5-2-6-10-14/h1-11H,12,21H2,(H,23,25)
InChi Key
WLBUICQBNZXIDJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $128

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    10 mg

    $236

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    25 mg

    $502

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    Product Description

    LDN-27219 is an inhibitor of tissue transglutaminase 2 (TG2; IC50 = 0.25 µM) that promotes its closed conformation.1,2 LDN-27219 induces relaxation of isolated rat mesenteric arteries precontracted with the thromboxane receptor agonist U-46619 (Item No. 16450) in a concentration-dependent manner, an effect that can be reduced by the nitric oxide synthase (NOS) inhibitor Nω-nitro-L-arginine.3 It also activates large-conductance calcium-activated potassium (KCa1.1/BKCa) channels in isolated rat smooth muscle cells when used at a concentration of 30 µM. LDN-27219 (0.1, 1, and 2 mg/kg, i.v.) decreases blood pressure in anesthetized rats.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Duval, E., Case, A., Stein, R.L., et al. Structure-activity relationship study of novel tissue transglutaminase inhibitors. Bioorg. Med. Chem. Lett. 15(7), 1885-1889 (2005).

    2. Case, A., and Stein, R.L. Kinetic analysis of the interaction of tissue transglutaminase with a nonpeptidic slow-binding inhibitor. Biochemistry 46(4), 1106-1115 (2007).

    3. Pinilla, E., Comerma-Steffensen, S., Prat-Duran, J., et al. Transglutaminase 2 inhibitor LDN 27219 age-dependently lowers blood pressure and improves endothelium-dependent vasodilation in resistance arteries. Hypertension 77(1), 216-227 (2021).