Introduction：Basic information about CAS 912999-49-6|AT13387, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | AT13387 |
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| CAS Number | 912999-49-6 | Molecular Weight | 409.521 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | 605.7±55.0 °C at 760 mmHg |
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| Molecular Formula | C24H31N3O3 | Melting Point | / |
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| MSDS | / | Flash Point | 320.1±31.5 °C |
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Names
| Name | (2,4-dihydroxy-5-propan-2-ylphenyl)-[5-[(4-methylpiperazin-1-yl)methyl]-1,3-dihydroisoindol-2-yl]methanone |
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| Synonym | More Synonyms |
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AT13387 BiologicalActivity
| Description | Onalespib (AT13387) is a potent inhibitor of Hsp90, with a Kd of 0.71 nM. |
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| Related Catalog | Signaling Pathways >>Cell Cycle/DNA Damage >>HSPSignaling Pathways >>Metabolic Enzyme/Protease >>HSPResearch Areas >>Cancer |
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| Target | HSP90:0.71 nM (Kd) |
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| In Vitro | Onalespib (Compound 35) is a potent inhibitor of Hsp90, with Kd of 0.71 nM. Onalespib shows potent antiproliferative activity in HCT116 cells, with an IC50 of 31 nM. Onalespib also strongly inhibits the proliferation of a panel of human tumor cell lines, showing IC50 of < 100 nM[1]. Onalespib exhibits cytotoxic activity against many of the PPTP cell lines, with median IC50 of 41 nM[2]. |
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| In Vivo | Onalespib (60 mg/kg, ip 3 days on and 3 days off for four cycles) shows antitumor activity in nude BALB/c mice bearing early stage HCT116 human colon carcinoma xenografts[1]. Onalespib (40 or 60 mg/kg, i.p.) induces significant differences in EFS distribution compared to controls in 17% evaluable solid tumor xenografts, but in none of the ALL xenografts[2]. |
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| Cell Assay | In vitro testing is performed using DIMSCAN. Cells are incubated in the presence of Onalespib for 96 hours at concentrations from 1 nM to 10 μM[2]. |
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| Animal Admin | HCT116 cells are injected SC into the right hind flank of male nude BALB/c mice. Tumours are apparent 7 to 10 days later. Mice are arranged into matched groups of 12 according to tumour volume giving a group mean of approximately 100 mm[3] at initiation of dosing. Tumour volumes are measured every 2 days. Statistical significance between groups is assessed using nonparametric one-way ANOVA. Mice are given the lactate salt of Onalespib using a repeated cycle of dosing of once per day for three days, no dose for three days, once per day for three days etc., for four dosing cycles at 60 mg/kg/dose (as free base equivalents) dissolved in 17.5% hydroxypropyl-β-cyclodextrin via the IP route. Control mice receive dose vehicle only via the same route. Tolerability is assessed by recording body weight, clinical observations and survival[1]. |
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| References | [1]. Woodhead AJ, et al. Discovery of (2,4-dihydroxy-5-isopropylphenyl)-[5-(4-methylpiperazin-1-ylmethyl)-1,3-dihydroisoindol-2-yl]methanone (AT13387), a novel inhibitor of the molecular chaperone Hsp90 by fragment based drug design. J Med Chem. 2010 Aug 26;53(16):5956-69. [2]. Kang MH, et al. Initial testing (Stage 1) of AT13387, an HSP90 inhibitor, by the pediatric preclinical testing program. Pediatr Blood Cancer. 2012 Jul 15;59(1):185-8. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Boiling Point | 605.7±55.0 °C at 760 mmHg |
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| Molecular Formula | C24H31N3O3 |
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| Molecular Weight | 409.521 |
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| Flash Point | 320.1±31.5 °C |
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| Exact Mass | 409.236542 |
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| PSA | 67.25000 |
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| LogP | 1.52 |
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| Vapour Pressure | 0.0±1.8 mmHg at 25°C |
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| Index of Refraction | 1.633 |
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| InChIKey | IFRGXKKQHBVPCQ-UHFFFAOYSA-N |
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| SMILES | CC(C)c1cc(C(=O)N2Cc3ccc(CN4CCN(C)CC4)cc3C2)c(O)cc1O |
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| Storage condition | -20℃ |
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Safety Information
| Hazard Codes | Xi |
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| HS Code | 2933990090 |
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Customs
| HS Code | 2933990090 |
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| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| UNII-Q7Y33N57ZZ |
| (2,4-dihydroxy-5-isopropyl-phenyl)-[5-(4-methyl-piperazin-1-ylmethyl)-1,3-dihydro-isoindol-2-yl]-methanone |
| AT-13387 |
| Methanone, [1,3-dihydro-5-[(4-methyl-1-piperazinyl)methyl]-2H-isoindol-2-yl][2,4-dihydroxy-5-(1-methylethyl)phenyl]- |
| AT13387 |
| 2-(2,4-dihydroxy-5-isopropylbenzoyl)-5-(4-methylpiperazin-1-ylmethyl)-1,3-dihydroisoindole |
| CS-0969 |
| N-(2,4-dihydroxy-5-iso-propylbenzoyl)(5-(4-methylpiperazin-1-yl)methyl)-iso-indoline |
| (2,4-Dihydroxy-5-isopropylphenyl){5-[(4-methyl-1-piperazinyl)methyl]-1,3-dihydro-2H-isoindol-2-yl}methanone |
| Onalespib |
