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4-Pyridinecarboxylicacid, 2-phenylhydrazide structure, CAS 91396-88-2

4-Pyridinecarboxylicacid, 2-phenylhydrazide

CAS Number91396-88-2

Synonyms1-Isonicotinoyl-2-phenyl-hydrazin; PluriSln 1; N'-Phenylisonicotinohydrazide; Isonicotinsaeure-phenylhydrazid; Isonicotinsaeure-(2-phenyl-hydrazid); 4-Pyridinecarboxylic acid, 2-phenylhydrazide; Isonicotinsaeure-(N'-phenyl-hydrazid); isonicotinic acid N'-phenylhydrazide; NSC 14613

Molecular FormulaC12H11N3O

Molecular Weight213.235

Purity

Density1.3±0.1 g/cm3

Boiling Point335.7±15.0 °C at 760 mmHg

Melting Point177-178℃

Flash Point

Appearancewhite to beige

EINECS

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Cat. No.: 2A-1170167 Purity:
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Chemical & Physical Properties
CAS Number91396-88-2
Catalog No.2A-1170167
Chinese Name异烟酸2-苯肼
Synonyms1-Isonicotinoyl-2-phenyl-hydrazin; PluriSln 1; N'-Phenylisonicotinohydrazide; Isonicotinsaeure-phenylhydrazid; Isonicotinsaeure-(2-phenyl-hydrazid); 4-Pyridinecarboxylic acid, 2-phenylhydrazide; Isonicotinsaeure-(N'-phenyl-hydrazid); isonicotinic acid N'-phenylhydrazide; NSC 14613
Molecular FormulaC12H11N3O
Molecular Weight213.235
Density1.3±0.1 g/cm3
Boiling Point335.7±15.0 °C at 760 mmHg
Melting Point177-178℃
Appearancewhite to beige
Water SolubilityDMSO: soluble15mg/mL, clear
Storage Condition?20°C
ApplicationPluriSln 1 is an acyl-CoA desaturase (SCD) inhibitor and is a pluripotent cell-specific inhibitor.
SMILESO=C(NNc1ccccc1)c1ccncc1
InChIInChI=1S/C12H11N3O/c16-12(10-6-8-13-9-7-10)15-14-11-4-2-1-3-5-11/h1-9,14H,(H,15,16)
InChI KeyHUDWXDLBWRHCKO-UHFFFAOYSA-N
Hazard Symbolstransportation
MSDSmsds/170306_2_91396_88_2.pdf
BioactivityPluriSln 1 is an inhibitor of stearoyl-coA desaturase (SCD), and is a pluripotent cell-specific inhibitor. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Stearoyl-CoA Desaturase (SCD) Research Areas >> Cancer Target SCD[1] In Vitro PluriSln 1, a small-molecule inhibitor of stearoyl-coA desaturase (SCD), on induced pluripotent stem cells (iPS)-derived cardiomyocytes (CM). PluriSln 1 treatment significantly decreases the mRNA and protein level of Nanog, a marker for both cell pluripotency and tumor progression; importantly, we provide evidence that PluriSln 1 treatment at 20 µM for 1 day significantly induces the apoptosis of Nanog-positive iPS derivates (iPSD). In addition, PluriSln 1 treatment at 20 µM for 4 days diminished Nanog-positive stem cells in cultured iPSD while not increasing apoptosis of iPS-derived CM. To investigate whether PluriSln 1 treatment prevents tumorigenicity of iPSD after cell transplantation, we intramyocardially injected PluriSln 1- or DMSO-treated iPSD in a mouse model of myocardial infarction (MI). DMSO-treated iPSD readily formed Nanog-expressing tumors 2 weeks after injection, which is prevented by treatment with PluriSln 1. Moreover, treatment with PluriSln 1 does not change the expression of cTnI, α-MHC, or MLC-2v, markers of cardiac differentiation (P>0.05, n=4). Importantly, PluriSln 1-treated iPS-derived CM exhibits the ability to engraft and survive in the infarcted myocardium[1]. Cell Assay The differentiation of iPS cells to cardiomyocytes (CM) is induced by embryoid body (EB) formation. When iPS cells reached 70% confluency in 10-cm dishes, cells are digested using 0.25% trypsin/EDTA. Cell pellets are re-suspended in differentiation medium (DMEM with 20% FBS and 10 ng/mL BMP4) to a final concentration of 200,000 cells/mL. Cell suspensions are added to 6-well plates with Ulta-Low Attachment surfaces for 4 d to initiate EB formation. On day 5, EBs are cultured on 0.1% gelatin-coated dishes for 14 d using CF culture medium for the outgrowth of cardiac structures. At this stage, iPS cells undergoing EB formation are termed iPS derivates (iPSD)[1]. References [1]. Zhang L, et al. Inhibition of stearoyl-coA desaturase selectively eliminates tumorigenic Nanog-positive cells: improving the safety of iPS cell transplantation to myocardium. Cell Cycle. 2014;13(5):762-71. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 335.7±15.0 °C at 760 mmHg Melting Point 177-178℃ Molecular Formula C12H11N3O Molecular Weight 213.235 Flash Point 156.9±20.4 °C Exact Mass 213.090210 PSA 54.02000 LogP 1.34 Appearance of Characters white to beige Vapour Pressure 0.0±0.7 mmHg at 25°C Index of Refraction 1.655 InChIKey HUDWXDLBWRHCKO-UHFFFAOYSA-N SMILES O=C(NNc1ccccc1)c1ccncc1 Storage condition ?20°C Water Solubility DMSO: soluble15mg/mL, clear
Use ofPluriSln 1 is an inhibitor of stearoyl-coA desaturase (SCD), and is a pluripotent cell-specific inhibitor. Properties Name N'-phenylpyridine-4-carbohydrazide Synonym More Synonyms PluriSln 1 Biological Activity Description PluriSln 1 is an inhibitor of stearoyl-coA desaturase (SCD), and is a pluripotent cell-specific inhibitor. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Stearoyl-CoA Desaturase (SCD) Research Areas >> Cancer In Vitro PluriSln 1, a small-molecule inhibitor of stearoyl-coA desaturase (SCD), on induced pluripotent stem cells (iPS)-derived cardiomyocytes (CM). PluriSln 1 treatment significantly decreases the mRNA and protein level of Nanog, a marker for both cell pluripotency and tumor progression; importantly, we provide evidence that PluriSln 1 treatment at 20 µM for 1 day significantly induces the apoptosis of Nanog-positive iPS derivates (iPSD). In addition, PluriSln 1 treatment at 20 µM for 4 days diminished Nanog-positive stem cells in cultured iPSD while not increasing apoptosis of iPS-derived CM. To investigate whether PluriSln 1 treatment prevents tumorigenicity of iPSD after cell transplantation, we intramyocardially injected PluriSln 1- or DMSO-treated iPSD in a mouse model of myocardial infarction (MI). DMSO-treated iPSD readily formed Nanog-expressing tumors 2 weeks after injection, which is prevented by treatment with PluriSln 1. Moreover, treatment with PluriSln 1 does not change the expression of cTnI, α-MHC, or MLC-2v, markers of cardiac differentiation (P>0.05, n=4). Importantly, PluriSln 1-treated iPS-derived CM exhibits the ability to engraft and survive in the infarcted myocardium[1]. References [1]. Zhang L, et al. Inhibition of stearoyl-coA desaturase selectively eliminates tumorigenic Nanog-positive cells: improving the safety of iPS cell transplantation to myocardium. Cell Cycle. 2014;13(5):762-71. Chemical & Physical Properties Molecular Formula C12H11N3O Exact Mass 213.090210 PSA 54.02000 Appearance of Characters white to beige Index of Refraction 1.655 InChIKey HUDWXDLBWRHCKO-UHFFFAOYSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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