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2451481-08-4

2451481-08-4 Structure

2451481-08-4 Structure
IdentificationBack Directory
[Name]

Acetamide, 2-chloro-N-(2,2-dimethylpropyl)-N-(tetrahydro-1,1-dioxido-3-thienyl)-
[CAS]

2451481-08-4
[Synonyms]

sulfopin
Acetamide, 2-chloro-N-(2,2-dimethylpropyl)-N-(tetrahydro-1,1-dioxido-3-thienyl)-
[Molecular Formula]

C11H20ClNO3S
[MDL Number]

MFCD32860123
[MOL File]

2451481-08-4.mol
[Molecular Weight]

281.8
Chemical PropertiesBack Directory
[Boiling point ]

455.5±45.0 °C(Predicted)
[density ]

1.23±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO (>25 mg/ml)
[form ]

solid
[pka]

-1.36±0.20(Predicted)
[color ]

Off-white
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
[InChI]

InChI=1S/C11H20ClNO3S/c1-11(2,3)8-13(10(14)6-12)9-4-5-17(15,16)7-9/h9H,4-8H2,1-3H3
[InChIKey]

NMHVAHHYKGXBMY-UHFFFAOYSA-N
[SMILES]

C(N(CC(C)(C)C)C1CCS(=O)(=O)C1)(=O)CCl
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Corrosion (GHS05)
GHS07,GHS05
[Signal word ]

Danger
[Hazard statements ]

H318-H335-H315
[Precautionary statements ]

P280-P305+P351+P338-P310-P264-P280-P302+P352-P321-P332+P313-P362
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Sulfopin (2451481-08-4) is a potent and selective covalent inhibitor of peptidyl-prolyl isomerase NIMA interacting-1 (Pin1) (Ki = 17 nM).1 Although it displayed little to no cytotoxicity against a panel of 300 cancer cell lines, it had a significant impact on cancer cell growth after prolonged treatment. It suppressed MYCN-driven neuroblastoma initiation and the growth and survival of primary neuroblastoma tumor cell transplants in zebrafish.
[Uses]

Sulfopin (PIN1-3) is a highly selective covalent inhibitor of Pin1 with an apparent Ki of 17 nM. Sulfopin blocks Myc-driven tumors in vivo. The peptidyl-prolyl isomerase, Pin1, is exploited in cancer to activate oncogenes and inactivate tumor suppressors[1].
[in vivo]

Sulfopin (40 mg/kg; p.o.; QD/BID for 7 days) regresses neuroblastoma in mice[1].
Sulfopin (20-40 mg/kg; i.p.; daily for 27 days) inhibits pancreatic cancer progression in mice[1].
Sulfopin (25-100 μM) blocks neuroblastoma in zebrafish[1].

Animal Model:Transgenic Th-MYCN mice[1]
Dosage:40 mg/kg
Administration:Once a day (QD) or twice a day (BID) for 7 days
Result:Sulfopin-treated QD mice showed a significant average increase in survival of 10 days, while Sulfopin-treated BID mice showed an even more pronounced average increase of 28 days.
[References]

Dubiella et al. (2021), Sulfopin is a covalent inhibitor of Pin1 that blocks Myc-driven tumors in vivo; Nat. Cham. Biol. 17 954
Spectrum DetailBack Directory
[Spectrum Detail]

Acetamide, 2-chloro-N-(2,2-dimethylpropyl)-N-(tetrahydro-1,1-dioxido-3-thienyl)-(2451481-08-4)1HNMR
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