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Pindolol

CAS No.
13523-86-9
Chemical Name:
Pindolol
Synonyms
lb46;LB-46;Visken;Vasken;dl-lb46;Decreten;Pinbetol;Pynastin;PINDOLOL;(+-)-lb46
CBNumber:
CB3105373
Molecular Formula:
C14H20N2O2
Molecular Weight:
248.32
MDL Number:
MFCD00010530
MOL File:
13523-86-9.mol
Last updated:2023-06-08 09:02:50

Pindolol Properties

Melting point 167-171 °C(lit.)
Boiling point 391.39°C (rough estimate)
Density 1.0606 (rough estimate)
refractive index 1.5110 (estimate)
storage temp. 2-8°C
solubility 0.1 M NaOH: 0.2 mg/mL
form powder
pka pKa 9.26 (Uncertain)
color white to off-white
Water Solubility 33mg/L(22.5 ºC)
Merck 13,7525
CAS DataBase Reference 13523-86-9(CAS DataBase Reference)
FDA UNII BJ4HF6IU1D
ATC code C07AA03
NIST Chemistry Reference Pindolol(13523-86-9)
EPA Substance Registry System 2-Propanol, 1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]- (13523-86-9)

Pharmacokinetic data

Protein binding 40-60%
Excreted unchanged in urine 30-40%
Volume of distribution 2-3(L/kg)
Biological half-life 3-4 / Increased

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P301+P312+P330-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
RIDADR  3249
WGK Germany  3
RTECS  UB6660000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933995300
Toxicity LD50 oral in rabbit: 650mg/kg
NFPA 704
0
2 0

Pindolol price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3224 Pindolol pharmaceutical secondary standard, certified reference material 13523-86-9 500MG $229 2024-03-01 Buy
Sigma-Aldrich P0778 Pindolol ≥98% (TLC), powder 13523-86-9 1g $132 2024-03-01 Buy
Sigma-Aldrich 1539701 Pindolol United States Pharmacopeia (USP) Reference Standard 13523-86-9 200mg $436 2024-03-01 Buy
Cayman Chemical 21445 Pindolol ≥99% 13523-86-9 50mg $37 2024-03-01 Buy
Cayman Chemical 21445 Pindolol ≥99% 13523-86-9 100mg $68 2024-03-01 Buy
Product number Packaging Price Buy
PHR3224 500MG $229 Buy
P0778 1g $132 Buy
1539701 200mg $436 Buy
21445 50mg $37 Buy
21445 100mg $68 Buy

Pindolol Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Betadren, Lagap

Uses

Mixed β-adrenergic blocker and serotonin 5HT1A-receptor antagonist. Antihypertensive; antianginal; antiarrhythmic; antiglaucoma.

Uses

Pindolol, like nadolol, is a nonselective β-adrenoblocker. It possesses antianginal, antihypotensive, and antiarrythmic action. It is used for arterial hypertension, angina stress (preventing attacks), supraventricular tachycardia, tachsystolic form of atrial fibrillation, and superventricular extrasystole.

Definition

ChEBI: A member of the class of indols which is the 2-hydroxy-3-(isopropylamino)propyl ether derivative of 1H-indol-4-ol.

Manufacturing Process

4-Hydroxyindole is obtained by debenzylation of 4-benzyloxyindole with hydrogen in the presence of a 5% palladium catalyst on aluminium oxide.
10.0 g of 4-hydroxyindole and subsequently 7.4 ml of epichlorohydrin are added while stirring in an atmosphere of nitrogen to a solution of 2.73 g of sodium hydroxide in 65 ml of water. Stirring is effected at room temperaturefor a further 15 h, the reaction mixture is extracted 4 times with 50 ml of methylene chloride and the combined organic layers which have been dried over magnesium sulfate are evaporated at reduced pressure. So 3-chloro-1(4-indolyloxy)-2-propanol is obtained.
The 3-chloro-1-(4-indolyloxy)-2-propanol is dissolved in 50 ml of toluene and 50 ml of isopropylamine and heated to the boil for 45 h. Evaporation to dryness is effected in a vacuum, the residue is shaken out thrice between ethyl acetate and a 1 N tartaric acid solution and a 5 N sodium hydroxide solution is then added to the combined tartaric acid phases until an alkaline reaction is obtained. The alkaline solution is shaken out thrice with 50 ml of methylene chloride, the extracts are dried over magnesium sulfate and the solvent evaporated in vacuum. The residue is crystallized from ethyl acetate/ether to give the 4-(2-hydroxy-3-isopropylaminopropoxy)indole.

brand name

Visken (Novartis).

Therapeutic Function

Beta-adrenergic blocker

Biological Activity

5-HT 1A/1B ? receptor antagonist, with roughly equal affinity for each subtype. A partial agonist at mouse and human β 3 -adrenoceptors.

Biochem/physiol Actions

β1-adrenoceptor antagonist; putative 5-HT1A serotonin receptor agonist; vasodilator.

Clinical Use

Beta-blocker:
Hypertension
Angina

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: NSAIDs antagonise hypotensive effect.
Anti-arrhythmics: increased risk of myocardial depression and bradycardia; increased risk of bradycardia, myocardial depression and AV block with amiodarone; increased risk of myocardial depression and bradycardia with flecainide.
Antidepressants: enhanced hypotensive effect with MAOIs.
Antihypertensives; enhanced hypotensive effect; increased risk of withdrawal hypertension with clonidine; increased risk of first dose hypotensive effect with post-synaptic alpha-blockers such as prazosin.
Antimalarials: increased risk of bradycardia with mefloquine.
Antipsychotics: enhanced hypotensive effect with phenothiazines.
Calcium-channel blockers: increased risk of bradycardia and AV block with diltiazem; hypotension and heart failure possible with nifedipine and nisoldipine; asystole, severe hypotension and heart failure with verapamil.
Cytotoxics: possible increased risk of bradycardia with crizotinib.
Diuretics: enhanced hypotensive effect.
Fingolimod: possibly increased risk of bradycardia.
Moxisylyte: possible severe postural hypotension.
Sympathomimetics: severe hypertension with adrenaline and noradrenaline and possibly with dobutamine.

Metabolic pathway

Several metabolites of pindolol formed in vitro are detected after a 24 h incubation of human hepatocytes in both pure culture and co-culture by adding rat liver epithelial cells. The hepatocytes are able to oxidize the isopropyl amine moiety and the pyrrole ring of the indole moiety and conjugate pindolol as sulfates and glucuronides.

Metabolism

Pindolol (Visken) is extensively absorbed from the gastrointestinal tract. First-pass metabolism is estimated at about 15%, and its plasma half-life is on the order of 3 to 4 hours.The binding of pindolol to plasma proteins is approximately 50%.The metabolic fate of pindolol is not completely understood, although 50% of an administered dose is recovered, primarily in the urine, as unchanged drug.

Pindolol Preparation Products And Raw materials

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View Lastest Price from Pindolol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pindolol pictures 2021-07-13 Pindolol
13523-86-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Pindolol pictures 2021-07-09 Pindolol
13523-86-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
		Pindolol pictures 2020-01-10 Pindolol
13523-86-9
US $1.00 / KG 1g 98% 200kgs Career Henan Chemical Co
  • Pindolol pictures
  • Pindolol
    13523-86-9
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Pindolol pictures
  • Pindolol
    13523-86-9
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • 		Pindolol pictures
  • Pindolol
    13523-86-9
  • US $1.00 / KG
  • 98%
  • Career Henan Chemical Co
(+-)-4-(2-hydroxy-3-(isopropylamino)propoxy)indole (+-)-lb46 (rs)-pindolol carvisken Decreten dl-4-(2-hydroxy-3-(isopropylamino)propoxy)indole dl-lb46 dl-pindolol Durapindol Glauco-visken glauco-viskin lb46 LB-46 Pectobloc Pinbetol Prinodolol Pynastin 1-(1H-INDOL-4-YLOXY)-3-[(1-METHYLETHYL)AMINO]-2-PROPANOL 1-[1H-INDOL-4-YLOXY]-3-[ISOPROPYLAMINO]-2-PROPANOL 1-(INDOL-4-YLOXY)-3-(ISOPROPYLAMINO)-2-PROPANOL PINDOLOL 1-((1-methylethyl)amino)-3-(4-indolyloxy)-2-propanol 1-(1h-indol-4-yloxy)-3-((1-methylethyl)amino)-2-propano 1-(4-indolyloxy)-3-(isopropylamino)-2-propano 1-(4-Indolyloxy)-3-(isopropylamino)-2-propanol 2-Propanol, 1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]- 2-Propanol, 1-(4-indolyloxy)-3-(isopropylamino)- 4-(2-Hydroxy-3-isopropylaminopropoxy)-indole 4-(3-(isopropylamino)-2-hydroxypropoxy)indole 4-[2-hydroxy-3-(isopropylamino)-propoxy]indole Betapindol Blockin L Blocklin L blocklinl Calvisken Cardilate Visken PINDOLOL 97% PINDOLOL VASODILATOR PINDOLOL,USP 2-Propanol, 1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]- (9CI) 2-Propanol, 1-(indol-4-yloxy)-3-(isopropylamino)- (8CI) N-[2-Hydroxy-3-(1H-indol-4-yloxy)propyl]-N-isopropylamine Vasken Pindolol & 1-(1H-Indol-4-yloxy)-3-[(1-methylethyl)amino]-2-propanol Pindolol,1-(1H-Indol-4-yloxy)-3-(isopropylamino)-2-propanol, 1-(1H-Indol-4-yloxy)-3-[(1-methylethyl)amino]-2-propanol Pindolol (200 mg) 1-(1H-Indol-4-yloxy)-3-(isopropylamino)-2-propanol, 1-(1H-Indol-4-yloxy)-3-[(1-methylethyl)amino]-2-propanol 1-(1H-Indol-4-yloxy)-3-[(1-Methylethyl)aMino]- Pindolol (1539701) PindololQ: What is Pindolol Q: What is the CAS Number of Pindolol Q: What is the storage condition of Pindolol Q: What are the applications of Pindolol Pindolol (LB-46) Pindolol USP/EP/BP Pindolol CRS 13523-86-9 C14H21N2O2 24832 ALCOHOL