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P8477

Sigma-Aldrich

Picotamide

Synonym(s):

4-Methoxy-N,N′-bis(3-pyridinylmethyl)-1,3-benzenedicarboxamide

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About This Item

Empirical Formula (Hill Notation):
C21H20N4O3
CAS Number:
32828-81-2
Molecular Weight:
376.41
EC Number:
251-245-7
MDL number:
MFCD00866792
UNSPSC Code:
12352204
PubChem Substance ID:
24278656
NACRES:
NA.83

assay

≥98%

Quality Level

100

form

powder

solubility

ethanol: 50 mg/mL, clear, colorless to light yellow

SMILES string

COc1ccc(cc1C(=O)NCc2cccnc2)C(=O)NCc3cccnc3

InChI

1S/C21H20N4O3/c1-28-19-7-6-17(20(26)24-13-15-4-2-8-22-11-15)10-18(19)21(27)25-14-16-5-3-9-23-12-16/h2-12H,13-14H2,1H3,(H,24,26)(H,25,27)

InChI key

KYWCWBXGRWWINE-UHFFFAOYSA-N

Gene Information

human ... TBXA2R(6915)

Biochem/physiol Actions

Eicosenoid receptor antagonist; a thromboxane A2 antagonist; antiplatelet agent.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF5004
MKBW5293V
SLBG4024V
SLBF6109V
SLBC8317V

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P Mura et al.
Drug development and industrial pharmacy, 24(8), 747-756 (1999-01-07)
The potential compatibilities of several commonly used pharmaceutical excipients with picotamide were evaluated using differential scanning calorimetry (DSC). The effects of aging and of mechanical treatment (blending, grinding, or kneading) of samples were also evaluated. Hot-stage microscopy (HSM) and scanning
Martin Hennenberg et al.
American journal of physiology. Renal physiology, 305(10), F1383-F1390 (2013-09-21)
Inhibition of prostate smooth muscle contraction is an important strategy for medical treatment of lower urinary tract symptoms (LUTS). Besides α1-adrenoceptors, prostate smooth muscle contraction is induced by activation of thromboxane (TXA2) receptors (TXA2-R). Here, we examined the effects of
R Vezza et al.
Thrombosis and haemostasis, 78(5), 1385-1391 (1998-01-04)
Picotamide is a dual thromboxane (Tx) A2 receptor antagonist/Tx synthase inhibitor although some observations suggest an anti-vasoconstrictor effect independent of TxA2 inhibition/antagonism. The aim of our study was to assess whether picotamide antagonises vascular contractions induced by different vasoactive substances
S Ratti et al.
European journal of pharmacology, 355(1), 77-83 (1998-10-01)
Picotamide is an antiplatelet drug with a peculiar dual mechanism of action: it inhibits thromboxane A2 synthase and antagonizes the pharmacological responses mediated by thromboxane A2 receptor. We investigated the in vitro effect of picotamide on smooth muscle cell migration
Carola Buccellati et al.
European journal of pharmacology, 443(1-3), 133-141 (2002-06-05)
We evaluated the capacity of anti-aggregating agents to influence thromboxane A(2) and prostacyclin formation, arachidonic acid-endoperoxide redirection, platelet aggregation and vessel tone, in isolated rabbit aorta incubated with homologous platelets. Picotamide (N,N'bis(3-pyridinylmethyl)-4-methoxy-isophthalamide), the only dual thromboxane A(2)-synthase inhibitor/receptor antagonist in
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