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| | Bay 36-7620 Basic information |
| Product Name: | Bay 36-7620 | | Synonyms: | (3aS,6aS)-Hexahydro-5-methylene-6a-(2-naphthalenylmethyl)-1H-cyclopenta[c]furan-1-one;(3aS,6aS)-5-methylidene-3a-(naphthalen-2-ylmethyl)-1,4,6,6a-tetrahydrocyclopenta[c]furan-3-one;1H-Cyclopenta[c]furan-1-one, hexahydro-5-methylene-6a-(2-naphthalenylmethyl)-, (3aS,6aS)-;Bay 36-7620 | | CAS: | 232605-26-4 | | MF: | C19H18O2 | | MW: | 278.35 | | EINECS: | | | Product Categories: | | | Mol File: | 232605-26-4.mol |  |
| | Bay 36-7620 Chemical Properties |
| Boiling point | 471.9±34.0 °C(Predicted) | | density | 1.19±0.1 g/cm3(Predicted) | | storage temp. | Store at +4°C | | solubility | <27.84mg/ml in ethanol; <27.84mg/ml in DMSO | | form | solid | | color | White | | Optical Rotation | [α]/D -43 to -35°, c =0.5 in chloroform-d | | InChI | 1S/C19H18O2/c1-13-8-17-12-21-18(20)19(17,10-13)11-14-6-7-15-4-2-3-5-16(15)9-14/h2-7,9,17H,1,8,10-12H2/t17-,19+/m1/s1 | | InChIKey | CVIRWLJKDBYYOG-MJGOQNOKSA-N | | SMILES | C=C1C[C@@](CC2=CC3=C(C=C2)C=CC=C3)(C(OC4)=O)[C@]4([H])C1 |
| WGK Germany | WGK 3 | | Storage Class | 11 - Combustible Solids |
| | Bay 36-7620 Usage And Synthesis |
| Uses | Bay 36-7620, is an inhibitor of metabotropic glutamate receptor 1 (mGlu1 receptor), and thus suppresses tumor growth and angiogenesis in experimental non-small cell lung cancer (NSCLC). | | Biological Activity | Selective mGlu 1 receptor non-competitive antagonist (IC 50 = 0.16 μ M) with inverse agonist activity. Impairs classical conditioning and associated synaptic plasticity in hippocampal neurons. Exhibits neuroprotective and anticonvulsive effects in vivo following systemic administration. | | in vitro | bay36-7620 is a potent and selective antagonist at mglu1receptors and inhibits >60% of mglu1a receptor constitutive activity (ic50 = 0.38 μm). bay36-7620 is thus the first described mglu1 receptor inverse agonist. moreover, bay36-7620 did not displace the [3h]quisqualate binding from the glu-binding pocket, indicating that bay36-7620 is a noncompetitive mglu1 antagonist [2]. | | in vivo | bay 36-7620 protected against pentylenetetrazole-induced convulsions in the mouse. as assessed in rats, bay 36-7620 was devoid of the typical side effects of the ionotropic glutamate (iglu) receptor antagonists phencyclidine and mk-801. therefore, bay 36-7620 did not disrupt sensorimotor gating, induce phencyclidine-like discriminative effects or stereotypical behavior, or facilitate intracranial self-stimulated behavior [3]. | | IC 50 | mGluR 1: 0.16 μM (IC50); mGluR1a: 0.38 μM (IC50); mGluR2: 0.14 μM (IC50); mGluR 5: 0.24 μM (IC50) | | storage | Store at +4°C | | references | [1] carroll fy, stolle a, beart pm, voerste a, brabet i, mauler f, joly c, antonicek h, bockaert j, müller t, pin jp, prézeau l. bay36-7620: a potent non-competitive mglu1 receptor antagonist with inverse agonist activity. mol pharmacol. 2001 may;59(5):965-73.
[2] de vry j, horváth e, schreiber r. neuroprotective and behavioral effects of the selective metabotropic glutamate mglu(1) receptor antagonist bay 36-7620. eur j pharmacol. 2001 oct 5;428(2):203-14. |
| | Bay 36-7620 Preparation Products And Raw materials |
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