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SML3595

Sigma-Aldrich

Riociguat

≥98% (HPLC)

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Synonym(s):
BAY 63-2521, BAY 632521, Methyl [4,6-diamino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl]methylcarbamate, N-[4,6-Diamino-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-pyrimidinyl]-N-methylcarbamic acid methyl ester
Empirical Formula (Hill Notation):
C20H19FN8O2
CAS Number:
Molecular Weight:
422.42
MDL number:

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

NC1=NC(C2=NN(CC3=CC=CC=C3F)C4=NC=CC=C42)=NC(N)=C1N(C(OC)=O)C

InChI

1S/C20H19FN8O2/c1-28(20(30)31-2)15-16(22)25-18(26-17(15)23)14-12-7-5-9-24-19(12)29(27-14)10-11-6-3-4-8-13(11)21/h3-9H,10H2,1-2H3,(H4,22,23,25,26)

InChI key

WXXSNCNJFUAIDG-UHFFFAOYSA-N

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vibrant-m

SML3595

Riociguat

vibrant-m

1604519

Riociguat

vibrant-m

SML3722

Dinaciclib

vibrant-m

SML2824

Valiglurax

assay

≥98% (HPLC)

assay

-

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

storage temp.

-10 to -25°C

storage temp.

room temp

storage temp.

-10 to -25°C

storage temp.

2-8°C

solubility

DMSO: 2 mg/mL, clear

solubility

-

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

-

color

, White to light brown

color

white to beige

Biochem/physiol Actions

Riociguat is a soluble guanylate cyclase stimulator in clinical trials for pulmonary hypertension. It increases cGMP production and induces pulmonary vasodilation. It has not effect on phosphodiesterases PDE1-9 and PDE11 when used a concentrations less than 3µM.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 1 - Repr. 2

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Discovery of riociguat (BAY 63-2521): a potent, oral stimulator of soluble guanylate cyclase for the treatment of pulmonary hypertension
ChemMedChem, 4, 853-865 (2009)
Riociguat for pulmonary hypertension--a glass half full
The New England Journal of Medicine, 369, 386-388 (2013)

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