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Product Name: Metipranolol
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ShangHai DC Chemicals Co.,Ltd
China
Product Name: Metipranolol
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DC Chemicals Limited
China
Product Name: Metipranolol
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Purity: 98.0%
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22664-55-7

22664-55-7 structure

22664-55-7 structure

Name: Metipranolol
Chemical Name: metipranolol
CAS Number: 22664-55-7
Molecular Formula: C₁₇H₂₇NO₄
Molecular Weight: 309.40100
Catalog: Signaling Pathways GPCR/G Protein Adrenergic Receptor
Create Date: 2018-03-10 08:00:00
Modify Date: 2024-01-14 10:33:21
Metipranolol is a nonselective and orally active β-adrenergic receptor antagonist. Metipranolol can be used for hypertension and glaucoma research[1][2].

Name	metipranolol
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

Description	Metipranolol is a nonselective and orally active β-adrenergic receptor antagonist. Metipranolol can be used for hypertension and glaucoma research[1][2].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor
Target	β1 adrenoceptor:8.3 (pA2) β2 adrenoceptor:8.4 (pA2)
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].
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].
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.

Density	1.068g/cm3
Boiling Point	458.7ºC at 760mmHg
Molecular Formula	C₁₇H₂₇NO₄
Molecular Weight	309.40100
Flash Point	231.2ºC
Exact Mass	309.19400
PSA	67.79000
LogP	2.66570
Vapour Pressure	3.29E-09mmHg at 25°C
Index of Refraction	1.512

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 DATA

ACUTE 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

HS Code	2922509090

HS Code	2922509090
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%