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Substance Name: Metipranolol [USAN:INN:BAN]
RN: 22664-55-7
UNII: X39AL81KEB
InChIKey: BQIPXWYNLPYNHW-UHFFFAOYSA-N

Note

  • A beta-adrenergic antagonist effective for both beta-1 and beta-2 receptors. It is used as an antiarrhythmic, antihypertensive, and antiglaucoma agent.

Molecular Formula

  • C17-H27-N-O4

Molecular Weight

  • 309.4033
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Arrhythmia Agents
  • Antihypertensive (beta-Blocker, Ophthalmic)
  • Antihypertensive Agents
  • Autonomic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Sympatholytics

Names and Synonyms

Name of Substance

  • Metipranolol
  • Metipranolol [USAN:INN:BAN]

MeSH Heading

  • Metipranolol

Synonyms

  • (+-)-1-(4-Hydroxy-2,3,5-trimethylphenoxy)-3-(isopropylamino)-2-propanol 4-acetate
  • (RS)-4-(2-Hydroxy-3-isopropylaminopropoxy)-2,3,6-trimethylphenyl acetat
  • 1-(4-Hydroxy-2,3,5-trimethylphenoxy)-3-(isopropylamino)-2-propanol 4-acetate
  • 4-(2-Hydroxy-3-((1-methylethyl)-amino)propoxy)-2,3,6-trimethylphenol 1-acetate
  • BM01.004
  • BRN 2152010
  • Disorat
  • EINECS 245-151-5
  • Metipranolol
  • Metipranololum
  • Metipranololum [INN-Latin]
  • OptiPranolol
  • Phenol, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-2,3,6-trimethyl-, (+-)-, 1-acetate
  • Trimepranol
  • Turoptin
  • UNII-X39AL81KEB
  • VUAB6453 (SPOFA)
  • VUFB-6453

Systematic Names

  • 2-Propanol, 1-(4-hydroxy-2,3,5-trimethylphenoxy)-3-(isopropylamino)-, 4-acetate
  • Metipranolol
  • Phenol, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-2,3,6-trimethyl-, (+-)-, 1-acetate
  • Phenol, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-2,3,6-trimethyl-, 1-acetate (9CI)

Registry Numbers

CAS Registry Number

  • 22664-55-7

FDA UNII

  • X39AL81KEB

Other Registry Number

  • 38202-74-3

System Generated Number

  • 0022664557

Structure Descriptors

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(c(c(c(OC(C)=O)c(c1)C)C)C)OC[C@@H](CNC(C)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 31mg/kg (31mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 1022, 1977.
mouse LD50 subcutaneous 250mg/kg (250mg/kg)   Collection of Czechoslovak Chemical Communications. Vol. 50, Pg. 2289, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 105-107 deg C   EXP
log P (octanol-water) 2.66 (none)   EXP
Water Solubility 589 mg/L 25 EST
Vapor Pressure 1.06E-08 mm Hg 25 EST
Henry's Law Constant 1.32E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.42E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.