Introduction：Basic information about CAS 22664-55-7|Metipranolol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Metipranolol |
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| CAS Number | 22664-55-7 | Molecular Weight | 309.40100 |
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| Density | 1.068g/cm3 | Boiling Point | 458.7ºC at 760mmHg |
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| Molecular Formula | C17H27NO4 | Melting Point | / |
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| MSDS | / | Flash Point | 231.2ºC |
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Names
| Name | metipranolol |
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| Synonym | More Synonyms |
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Metipranolol BiologicalActivity
| Description | Metipranolol is a nonselective and orally active β-adrenergic receptor antagonist. Metipranolol can be used for hypertension and glaucoma research[1][2]. |
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| Related Catalog | Research Areas >>Cardiovascular DiseaseSignaling Pathways >>GPCR/G Protein >>Adrenergic Receptor |
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| Target | β1 adrenoceptor:8.3 (pA2) β2 adrenoceptor:8.4 (pA2) |
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| In Vitro | In vitro β1- and β2-adrenoceptor antagonism is evaluated using the guinea pig atrium and the rat uterus, respectively. The respective pA2 values are 8.3 and 8.4[2]. Metipranolol significantly reduces iron/ascorbate-induced lipid peroxidation in rat brain homogenates with an IC50 value of 6.9 μM . Metipranolol also concentration-dependently inhibits sodium nitroprusside-stimulated lipid peroxidation in rat brain homogenates, displaying an IC50 value of 25.1 μM[3]. |
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| In Vivo | At postnatal day 35 (P35), rd10 mice given daily subcutaneous injections of 40 mg/kg of Metipranolol has reduction in markers of nitrosative stress, fewer TUNEL-positive cells, increased outer nuclear layer thickness, and substantially more staining for rhodopsin. At P50, Metipranolol-treated rd10 mice has decreased 3-nitrotyrosine staining in the retina, increased immunostaining for cone arrestin, a marker for cone photoreceptors, and significantly higher scotopic and photopic b-wave amplitudes at the highest stimulus intensity. At P65, cone density is significantly higher in Metipranolol-treated versus vehicle-injected rd10 mice[1]. |
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| References | [1]. Yogita Kanan, et al. Metipranolol promotes structure and function of retinal photoreceptors in the rd10 mouse model of human retinitis pigmentosa. J Neurochem. 2019 Jan;148(2):307-318. [2]. M F Sugrue, et al. A study on the ocular and extraocular pharmacology of metipranolol. Graefes Arch Clin Exp Ophthalmol. 1985;222(3):123-7. [3]. José Melena, et al. Metipranolol attenuates lipid peroxidation in rat brain: a comparative study with other antiglaucoma drugs. Graefes Arch Clin Exp Ophthalmol. 2003 Oct;241(10):827-33. |
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Chemical & Physical Properties
| Density | 1.068g/cm3 |
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| Boiling Point | 458.7ºC at 760mmHg |
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| Molecular Formula | C17H27NO4 |
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| Molecular Weight | 309.40100 |
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| Flash Point | 231.2ºC |
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| Exact Mass | 309.19400 |
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| PSA | 67.79000 |
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| LogP | 2.66570 |
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| Vapour Pressure | 3.29E-09mmHg at 25°C |
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| Index of Refraction | 1.512 |
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| InChIKey | BQIPXWYNLPYNHW-UHFFFAOYSA-N |
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| SMILES | CC(=O)Oc1c(C)cc(OCC(O)CNC(C)C)c(C)c1C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- UB6500000
- CHEMICAL NAME :
- 2-Propanol, 1-(4-hydroxy-2,3,5-trimethylphenoxy)-3-(isopropylamin o)-, 4-acetate
- CAS REGISTRY NUMBER :
- 22664-55-7
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 2
- MOLECULAR FORMULA :
- C17-H27-N-O4
- MOLECULAR WEIGHT :
- 309.45
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 250 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- CCCCAK Collection of Czechoslovak Chemical Communications. (Academic Press Inc. Ltd., 24-28 Oval Rd., London NW1 7DX, UK) V.1- 1929- Volume(issue)/page/year: 50,2289,1985
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 31 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 27,1022,1977
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Safety Information
Customs
| HS Code | 2922509090 |
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| Summary | 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
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Synonyms
| methypranol |
| 4-{2-hydroxy-3-[(1-methylethyl)amino]propoxy}-2,3,6-trimethylphenyl acetate |
| [4-[2-hydroxy-3-(propan-2-ylamino)propoxy]-2,3,6-trimethylphenyl] acetate |
| Trimepranol |
| Turoptin |
| Disorat |
| metipronalol |
| OptiPranolol |
| Metipranololum [INN-Latin] |
| Metipranololum |
