D-3263 hydrochloride
Basic information
- CAS
1008763-54-9- Standard SMILES
COc1ccc2c(c1)n(CCN)c(=O)n2C(=O)[C@@H]1C[C@H](C)CC[C@H]1C(C)C.Cl- InChIKey
DYMRNRVXSXCQHZ-UANXYBPYSA-N- Molecular formula
- C21H32ClN3O3
- Average molar mass
- 409.9 g/mol
- Monoisotopic mass
- 409.2132196
Overview
Enteric-Coated TRPM8 Agonist D-3263 Hydrochloride is an enteric-coated orally bioavailable formulation of the hydrochloride salt of a small-molecule agonist for transient receptor potential melastatin member 8 (TRPM8 or Trp-p8) with potential antineoplastic activity. The active ingredient in enteric-coated TRPM8 agonist D-3263 hydrochloride binds to and activates TRPM8, which may result in an increase in calcium and sodium entry; the disruption of calcium and sodium homeostasis; and the induction of cell death in TRPM8-expressing tumor cells. This agent may decrease dihydrotestosterone (DHT) levels, which may contribute to its inhibitory effects on prostate cancer and BPH. TRPM8 is a transmembrane calcium channel protein that is normally expressed in prostate cells and appears to be overexpressed in benign prostatic hyperplasia (BPH) and in prostate cancer.
Names & identifiers
- Preferred name
- D-3263 hydrochloride
- IUPAC
- 3-(2-aminoethyl)-5-methoxy-1-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]benzimidazol-2-one;hydrochloride
- English name
- D3263 HCl salt
- Molecular formula
- C21H32ClN3O3
- Molecular weight
- 409.96
Names & synonyms
D-3263 hydrochlorideUNII-R82GTC01OB3-(2-Amino-ethyl)-1(R)-((2(S)-isopropyl-5(R)-methyl cyclohexanecarbonyl))-5-methoxy-1,3-dihydro-benzoimidazol-2-one hydrochlorideRefChem:200321EC D-3263 HydrochlorideEnteric-Coated TRPM8 Agonist D-3263 Hydrochloride1008763-54-9D-3263 (hydrochloride)R82GTC01OBEC D-3263 HCl3-(2-aminoethyl)-5-methoxy-1-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]benzimidazol-2-one;hydrochloride3-(2-Aminoethyl)-1,3-dihydro-5-methoxy-1-[[(1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl]carbonyl]-2H-benzimidazol-2-one hydrochloride
Show more names
D3263 HCl saltD-3263 hydrochloride, 10 mM in DMSO
D3263 HCl saltD-3263 HClD3263 HClC21H32ClN3O3orb1709944SCHEMBL31518947D-3263 HCl?EX-A14313
Properties
Computed structural properties
- Topological polar surface area
- 75.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 553
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 40 mg/mL · DMSO : ≥ 40 mg/mL (97.57 mM)
- form
- Solid
- color
- White to off-white
- FDA UNII
- 82 GTC01OB · R82GTC01OB
Chemistry & industry
Applications
UsesD-3263 hydrochloride is an enteric-coated, orally bioavailable (transient receptor potential melastatin member 8) TRPM8 agonist.
Related reactions
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Compound notes
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