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metipranolol

Product Name
metipranolol
CAS No.
22664-55-7
Chemical Name
metipranolol
Synonyms
Disorat;Glausyn;Glauline;VUFB-6453;Trimepranol;Methypranol;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;stress,Metipranolol,Beta Receptor,glaucoma,lipid,Adrenergic Receptor,antioxidant,peroxidation,inhibit,Nitrosative,Inhibitor,hypertension
CBNumber
CB2880767
Molecular Formula
C17H27NO4
Formula Weight
309.4
MOL File
22664-55-7.mol
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metipranolol Property

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
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Safety

Toxicity
LD50 in mice (mg/kg): 31 i.v. (Bartsch)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R736139
Product name
4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-2,3,6-TRIMETHYLPHENYL ACETATE
Purity
Aldrich<sup>CPR</sup>
Packaging
1 unit
Price
$143
Updated
2025/07/31
Sigma-Aldrich
Product number
BP642
Product name
Metipranolol
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
100 mg
Price
$286
Updated
2025/07/31
Sigma-Aldrich
Product number
R736139
Product name
4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-2,3,6-TRIMETHYLPHENYL ACETATE
Purity
Aldrich
Packaging
10mg
Price
$139
Updated
2024/03/01
ChemScene
Product number
CS-0082752
Product name
Metipranolol
Purity
98.36%
Packaging
50mg
Price
$380
Updated
2021/12/16
ChemScene
Product number
CS-0082752
Product name
Metipranolol
Purity
98.36%
Packaging
100mg
Price
$620
Updated
2021/12/16
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metipranolol Chemical Properties,Usage,Production

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)

metipranolol Preparation Products And Raw materials

Raw materials

Preparation Products

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metipranolol Suppliers

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22664-55-7, metipranololRelated Search:


  • 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-2,3,6-trimethylphenol 1-acetate
  • Disorat
  • Methypranol
  • Trimepranol
  • VUFB-6453
  • Glauline
  • Glausyn
  • 4-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)-2,3,6-TRIMETHYLPHENYL ACETATE
  • Phenol, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-2,3,6-trimethyl-, 1-acetate
  • stress,Metipranolol,Beta Receptor,glaucoma,lipid,Adrenergic Receptor,antioxidant,peroxidation,inhibit,Nitrosative,Inhibitor,hypertension
  • 22664-55-7
  • C17H27NO4