(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one
![(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Structure](CAS/20180601/GIF/1488362-55-5.gif)
- CAS No.
- 1488362-55-5
- Chemical Name:
- (9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one
- Synonyms
- ML375;(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one
- CBNumber:
- CB83927744
- Molecular Formula:
- C23H15ClF2N2O2
- Molecular Weight:
- 424.8272064
- MDL Number:
- MFCD28411378
- MOL File:
- 1488362-55-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Properties
| storage temp. | 2-8°C |
|---|---|
| solubility | DMSO: 2mg/mL, clear |
| form | Solid |
| color | White to off-white |
| optical activity | [α]/D -150 to -175, c =0.5 in chloroform-d |
| InChIKey | GXBAKXRLQAPKEE-QHCPKHFHSA-N |
| SMILES | Fc1c(ccc(c1)C(=O)N2[C@]4(N(CC2)C(=O)c5c4cccc5)c3ccc(cc3)Cl)F |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML2728 | ML375 ≥98% (HPLC) | 1488362-55-5 | 5MG | $107 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML2728 | ML375 ≥98% (HPLC) | 1488362-55-5 | 25MG | $435 | 2026-04-30 | Buy |
| Biosynth | NJC36255 | ML375 | 1488362-55-5 | 25mg | $562.25 | 2026-06-04 | Buy |
| Biosynth | NJC36255 | ML375 | 1488362-55-5 | 50mg | $899.5 | 2026-06-04 | Buy |
| Biosynth | NJC36255 | ML375 | 1488362-55-5 | 100mg | $1440 | 2026-06-04 | Buy |
(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Chemical Properties, Uses, Production
Description
ML375 is a potent, selective and CNS penetrant M5 negative allosteric modulator (NAM).
Uses
ML375 (VU0483253) is a potent, highly selective, brain-penetrant and orally active M5 mAChR negative allosteric modulator (NAM) with IC50s of 300 nM and 790 nM for human and rat M5, respectively. ML375 is inactive at human and rat M1-M4[1].
in vivo
ML375 (10-30 mg/kg; i.p.; once) attenuates both the reinforcing effects and the relative strength of cocaine[2].
ML375 exhibits low clearance (CLp, 2.5 mL/min/kg) and a long elimination half-life (T1/2, 80 hr) in rodents (male, Sprague-Dawley rat, 1 mg/kg IV,) and nonhuman primates (male, cynomolgus monkey, 1 mg/kg, CLp, 3.0 mL/min/kg, T1/2, 10 hr)[1].
ML375 also demonstrates high oral bioavailability (%F, 80) following administration of a suspension-dose to male SD rats with a maximal plasma concentration (Cmax) of 1.4 μM and a corresponding time to reach Cmax (Tmax) of 7 hours[1].
| Animal Model: | Male Sprague-Dawley rats (70 days old; 260-300 g) injected with cocaine[2] |
| Dosage: | 10 mg/kg, 30 mg/kg |
| Administration: | i.p.; once |
| Result: | Produced dose-related reductions in cocaine self-administration. |
IC 50
mAChR5
References
[1] Patrick R Gentry, et al. Discovery of the first M5-selective and CNS penetrant negative allosteric modulator (NAM) of a muscarinic acetylcholine receptor: (S)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-one (ML375). J Med Chem. 2013 Nov 27;56(22):9351-5. DOI:10.1021/jm4013246
[2] Barak W Gunter, et al. Selective inhibition of M 5 muscarinic acetylcholine receptors attenuates cocaine self-administration in rats. Addict Biol. 2018 Sep;23(5):1106-1116. DOI:10.1111/adb.12567
(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Preparation Products And Raw materials
Raw materials
Preparation Products
(9bS)-9b-(4-chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydroimidazo[2,1-a]isoindol-5-one Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Han-Xiang Chemical Co., Ltd. | 17754423994 | candy@biochempartner.com | China | 3057 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| Beijing Biocreative Technology Co., Ltd. | 15522676233 | 3007606172@qq.com | China | 1246 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 29873 | 58 |
| Guangzhou Ruidi Biotechnology Co., Ltd. | 020-82099279 18988941402 | sales@ubiochem.com | China | 9998 | 58 |
| TargetMol Chemicals Inc. | 13564774135 | marketing@targetmol.com | United States | 19950 | 58 |
