Metipranolol

Modify Date: 2024-01-14 10:33:21

Metipranolol Structure
Metipranolol structure
Common Name Metipranolol
CAS Number 22664-55-7 Molecular Weight 309.40100
Density 1.068g/cm3 Boiling Point 458.7ºC at 760mmHg
Molecular Formula C17H27NO4 Melting Point N/A
MSDS N/A Flash Point 231.2ºC

 Use of Metipranolol


Metipranolol is a nonselective and orally active β-adrenergic receptor antagonist. Metipranolol can be used for hypertension and glaucoma research[1][2].

 Names

Name metipranolol
Synonym More Synonyms

 Metipranolol Biological Activity

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
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.

 Chemical & Physical Properties

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

 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 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

 Safety Information

HS Code 2922509090

 Customs

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%

 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
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