212188-60-8

212188-60-8 structure
212188-60-8 structure
  • Name: BAY 38-7271
  • Chemical Name: [3-[[(2R)-2-(hydroxymethyl)-2,3-dihydro-1H-inden-4-yl]oxy]phenyl] 4,4,4-trifluorobutane-1-sulfonate
  • CAS Number: 212188-60-8
  • Molecular Formula: C20H21F3O5S
  • Molecular Weight: 430.43800
  • Catalog: Signaling Pathways GPCR/G Protein Cannabinoid Receptor
  • Create Date: 2016-04-21 19:11:13
  • Modify Date: 2024-01-12 16:15:06
  • BAY 38-7271 is selective and highly potent and cannabinoid CB1/CB2 receptor agonist, with Kis of 1.85 nM and 5.96 nM for recombinant human CB1 receptor and CB2 receptor, respectively. BAY 38-7271 has strong neuroprotective properties[1].

Name [3-[[(2R)-2-(hydroxymethyl)-2,3-dihydro-1H-inden-4-yl]oxy]phenyl] 4,4,4-trifluorobutane-1-sulfonate
Synonyms UNII-SRX4T6TMUS
(-)-Bay-38-7271
1-Butanesulfonic acid,4,4,4-trifluoro-,3-(((2R)-2,3-dihydro-2-(hydroxymethyl)-1H-inden-4-yl)oxy)phenyl ester
Description BAY 38-7271 is selective and highly potent and cannabinoid CB1/CB2 receptor agonist, with Kis of 1.85 nM and 5.96 nM for recombinant human CB1 receptor and CB2 receptor, respectively. BAY 38-7271 has strong neuroprotective properties[1].
Related Catalog
Target

CB1:1.85 nM (Ki)

CB2:5.96 nM (Ki)

In Vitro BAY 38-7271 shows only minor interactions at the micromolar range with other binding sites such as adenosine A3 receptor (IC50 = 7.5 μM), peripheral GABAA benzodiazepine receptor (IC50 = 971 nM), melatonin ML1 receptor (IC50 = 3.3 μM), and at the monoamine transporter (IC50 = 1.7 μM)[1].
In Vivo BAY 38-7271 (Ed50 = 0.02 mg/kg; i.v. and 0.5 mg/kg; i.p.) induces a potent and dose-de-pendent reduction in core body temperature[1]. BAY 38-7271 has low physical dependence liability and is not essentially different from that of other cannabinoid CB1 receptor agonists[1]. BAY 38-7271 (1-1000 ng/kg/h; i.v. infusion; for 4 hours) shows neuroprotective efficacy in the rat SDH model[1]. BAY 38-7271 also has neuroprotective efficacy in models of transient and permanent occlusion of the middle cerebral artery and brain edema models[1]. Animal Model: Wistar rat ,TBI rat models (acute subdural hematoma, SDH)[1] Dosage: 1 ng/kg/h, 10 ng/kg/h, 100 ng/kg/h, 1000 ng/kg/h Administration: Intravenous infusion, for 4 hours Result: Reduced the mean infarct volume.
References

[1]. Mauler F, et al. BAY 38-7271: a novel highly selective and highly potent cannabinoid receptor agonist for the treatment of traumatic brain injury. CNS Drug Rev. 2003 Winter;9(4):343-58.

Density 1.351 g/cm3
Boiling Point 527.206ºC at 760 mmHg
Molecular Formula C20H21F3O5S
Molecular Weight 430.43800
Flash Point 272.645ºC
Exact Mass 430.10600
PSA 81.21000
LogP 5.31790
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