ChemicalBook--->CAS DataBase List--->22664-55-7

22664-55-7

22664-55-7 Structure

22664-55-7 Structure
IdentificationBack Directory
[Name]

metipranolol
[CAS]

22664-55-7
[Synonyms]

Disorat
Glausyn
Glauline
VUFB-6453
Methypranol
Trimepranol
4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-2,3,6-TRIMETHYLPHENYL ACETATE
4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-2,3,6-trimethylphenol 1-acetate
Phenol, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-2,3,6-trimethyl-, 1-acetate
[EINECS(EC#)]

245-151-5
[Molecular Formula]

C17H27NO4
[MDL Number]

MFCD00864567
[MOL File]

22664-55-7.mol
[Molecular Weight]

309.4
Chemical PropertiesBack Directory
[Melting point ]

105-107℃
[Boiling point ]

458.7±45.0 °C(Predicted)
[density ]

1.068
[storage temp. ]

4°C, protect from light
[solubility ]

DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:6): 0.14 mg/ml; DMSO: 20 mg/ml; Ethanol: 10 mg/ml
[form ]

A crystalline solid
[pka]

13.91±0.20(Predicted)
[color ]

White to off-white
[InChI]

InChI=1S/C17H27NO4/c1-10(2)18-8-15(20)9-21-16-7-11(3)17(22-14(6)19)13(5)12(16)4/h7,10,15,18,20H,8-9H2,1-6H3
[InChIKey]

BQIPXWYNLPYNHW-UHFFFAOYSA-N
[SMILES]

C1(OC(=O)C)=C(C)C=C(OCC(O)CNC(C)C)C(C)=C1C
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H411-H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[Toxicity]

LD50 in mice (mg/kg): 31 i.v. (Bartsch)
Hazard InformationBack Directory
[Uses]

Antihypertensive (β-blocker, ophthalmic).
[Definition]

ChEBI: 3-(Propan-2-ylamino)propane-1,2-diol in which the hydrogen of the primary hydroxy group is substituted by a 4-acetoxy-2,3,5-trimethylphenoxy group. A non-cardioselective beta-blocker, it is used to lower intra-ocular pressure in the management of open-angl glaucoma.
[Brand name]

OptiPranolol (Bausch & Lomb Pharmaceuticals).
[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].

[IC 50]

β1 adrenoceptor: 8.3 (pA2); β2 adrenoceptor: 8.4 (pA2)
[storage]

4°C, protect from light
Spectrum DetailBack Directory
[Spectrum Detail]

metipranolol(22664-55-7)1HNMR
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