| Identification | Back Directory | [Name]
N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide | [CAS]
362003-83-6 | [Synonyms]
NVP 231
CS-1722
NVP-231;NVP231
NVP-231;NVP 231;NVP231
adamantane-1-carboxylic acid (2-benzoylamino-benzothiazol-6-yl)amide
N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide
Tricyclo[3.3.1.13,7]decane-1-carboxamide, N-[2-(benzoylamino)-6-benzothiazolyl]- | [Molecular Formula]
C25H25N3O2S | [MDL Number]
MFCD01988824 | [MOL File]
362003-83-6.mol | [Molecular Weight]
431.55 |
| Chemical Properties | Back Directory | [Melting point ]
246-248 °C(Solv: isopropanol (67-63-0); water (7732-18-5)) | [density ]
1.398±0.06 g/cm3(Predicted) | [storage temp. ]
Store at +4°C | [solubility ]
DMSO: >10mg/mL | [form ]
powder | [pka]
9.09±0.70(Predicted) | [color ]
white to off-white | [Stability:]
Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. | [InChIKey]
MVSSJPGNLQPWSW-UHFFFAOYSA-N | [SMILES]
C12(C(NC3C=C4SC(NC(=O)C5=CC=CC=C5)=NC4=CC=3)=O)CC3CC(CC(C3)C1)C2 |
| Hazard Information | Back Directory | [Description]
NVP-231 (362003-83-6) is a reversible inhibitor of ceramide kinase (IC50 = 12 nM).1 At 10 nM, it inhibited ceramide-1-phosphate formation by >50% and at 100 nM it completely inhibited its formation in cell culture.? NVP-231 was inactive against hSphK1/2, hPI3Ka, hPI4Kb, hVps34, hGCS, hSMS-1, CERT, and 500-fold less potent against hDAGKa.? NVP-231 inhibited breast and lung cancer cell proliferation via M phase arrest.2 It potently blocked cell migration and invasion in PANC-1 pancreatic cancer cells3 as well as MDA-MB-231 breast cancer cells4. | [Uses]
A ceramide kinase inhibitors that completely inhibits binding of ceramide to CerK and protects against C2-Cer-induced cell death. | [storage]
Store at +4°C | [References]
Graf et al. (2008), Targeting ceramide metabolism with a potent and specific ceramide kinase inhibitor; Mol. Pharmacol., 74 925
Pastukhov et al. (2014), The ceramide kinase inhibitor NVP-231 inhibits breast and lung cancer cell proliferation by inducing M phase arrest and subsequent cell death; Br. J. Pharmacol., 171 5829
Rivera et al. (2016), Ceramide-1-phosphate regulates cell migration and invasion of human pancreatic cancer cells; Biochem. Pharmacol., 102 107
Schwalm et al. (2020), Ceramide Kinase Is Upregulated in Metastatic Breast Cancer Cells and Contributes to Migration and Invasion by Activation of PI3-Kinase and Akt; Int. J. Mol. Sci., 21 1396 |
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