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NADOLOL

CAS No.
42200-33-9
Chemical Name:
NADOLOL
Synonyms
1-(tert-Butylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy)-2-propanol;Solgol;Corgard;corzide;Begen;Nadic;Anabet;NADOLOL;2,3-diol;SQ 11725
CBNumber:
CB2494641
Molecular Formula:
C17H27NO4
Molecular Weight:
309.4
MDL Number:
MFCD00079476
MOL File:
42200-33-9.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:14

NADOLOL Properties

Melting point 125-130°C
Boiling point 449.67°C (rough estimate)
Density 1.0449 (rough estimate)
refractive index 1.5420 (estimate)
storage temp. Refrigerator
solubility Slightly soluble in water, freely soluble in ethanol (96 per cent), practically insoluble in acetone.
pka 9.67(at 25℃)
color White to Off-White
Water Solubility 8.30g/L(25 ºC)
BCS Class 3
FDA UNII FEN504330V
NCI Drug Dictionary Corgard
ATC code C07AA12
EPA Substance Registry System 2,3-Naphthalenediol, 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro- (42200-33-9)

Pharmacokinetic data

Protein binding 30%
Excreted unchanged in urine 73%
Volume of distribution 1.9(L/kg)
Biological half-life 12-24 / 45

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
WGK Germany  2
RTECS  QJ4870000
HS Code  2922190900
Toxicity LD50 in mice, rats (mg/kg): 4500, 5300 orally (Antonaccio, Evans)

NADOLOL price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3212 Nadolol pharmaceutical secondary standard, certified reference material 42200-33-9 400MG $173 2024-03-01 Buy
Sigma-Aldrich N1892 Nadolol analytical standard 42200-33-9 1g $79 2024-03-01 Buy
Sigma-Aldrich 1449700 Nadolol United States Pharmacopeia (USP) Reference Standard 42200-33-9 200mg $436 2024-03-01 Buy
Sigma-Aldrich Y0000146 Nadolol European Pharmacopoeia (EP) Reference Standard 42200-33-9 y0000146 $150 2024-03-01 Buy
Sigma-Aldrich N1892 Nadolol analytical standard 42200-33-9 5g $839 2024-03-01 Buy
Product number Packaging Price Buy
PHR3212 400MG $173 Buy
N1892 1g $79 Buy
1449700 200mg $436 Buy
Y0000146 y0000146 $150 Buy
N1892 5g $839 Buy

NADOLOL Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Solgol,Heyden,W. Germany,1978

Uses

CNS stimulant

Uses

Labeled Nadolol, intended for use as an internal standard for the quantification of Nadolol by GC- or LC-mass spectrometry.

Uses

Labelled Nadolol (N201052). β-Adrenergic

Manufacturing Process

(a) cis-5,6,7,8-Tetrahydro-1,6,7-naphthalenetriol: A solution of 29.2 g (0.2 mol) of 5,8-dihydro-1-naphthol and 40 ml of acetic anhydride in 100 ml of pyridine is prepared. After 16 hours the solvent is removed in vacuo and the residue dissolved in ether and washed with 200 ml of 5% hydrochloric acid, water, 200 ml of 10% sodium hydroxide, saturated salt solution and dried. Solvent removal gives 34.2 g (90.5%) of crude acetate which is dissolved in 900 ml of acetic acid and 36 ml of water. 53.3 g (0.32 mol) of silver acetate is added followed by 40.6 g (0.16 g-atom) of iodine. The slurry is heated with good stirring at 85°10°C for 3 hours under nitrogen, cooled and filtered. The filtrate is evaporated in vacuo and the residue dissolved in 250 ml of methanol and cooled to 0°C.
A solution of 40 g of sodium hydroxide in 200 ml of water is added under nitrogen and the mixture stirred overnight. The bulk of the methanol is removed in vacuo whereupon a solid forms. The solid is separated by filtration, dissolved in 150 ml of water and acidified with 20 ml of concentrated hydrochloric acid. Cooling gives a solid which is filtered and dried to give 16.5 g cis-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol, melting point 184.5°C to 187°C. Three recrystallizations from absolute ethanol give the analytical sample, melting point 188°C to 188.5°C.
(b) 2,3-cis-1,2,3,4-Tetrahydro-5-[2,3-(epoxy)-propoxy]-2,3-naphthalenediol: A solution of 1.20 g (0.03 mol) of sodium methoxide and 5.4 g (0.03 mol) of cis-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol in 200 ml of methanol is prepared under nitrogen. The residue obtained upon solvent removal is stirred overnight with 200 ml of dimethylsulfoxide and 4.65 g (0.05 mol) of epichlorohydrin under nitrogen. The bulk of the solvent is removed at 50°C at 0.1 mm and the residue dissolved in 100 ml of water. Extraction with chloroform (10 x 200 ml) gives a solid which is recrystallized from 150 ml of hexane-ethyl acetate to give epoxy diol of the above title.
(c)2,3-cis-1,2,3,4-Tetrahydro-5-[2-hydroxy-3-(tert-butylamino)propoxy]-2,3- naphthalenediol: A mixture of 2,3-cis-1,2,3,4-tetrahydro-5-[2,3- (epoxy)propoxy]-2,3-naphthalenediol (melting point 104°C to 107°C, one spot on TLC-alumina, 5% methanol in chloroform, iodine visualization) and 22 ml of tert-butylamine is heated at 85°C to 95°C for 15 hours in a Parr bomb and the excess amine removed in vacuo. The solid obtained by trituration of the residue with ether is filtered and recrystallized from benzene to give 3.4 g, melting point 124°C to 136°C.

brand name

Corgard (King).

Therapeutic Function

Antiarrhythmic

Clinical Use

Beta-adrenoceptor blocker:
Hypertension
Angina
Arrhythmias
Migraine
Thyrotoxicosis

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.

Metabolism

Nadolol (Corgard) is slowly and incompletely absorbed from the gastrointestinal tract, and only 30% of an orally administered dose is absorbed. Appreciable metabolism does not seem to occur; nadolol is excreted primarily unchanged in the urine and feces.The plasma half-life is quite long, approaching 24 hours, which permits dosing once per day.

NADOLOL Preparation Products And Raw materials

Global( 95)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29827 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Xi'an MC Biotech, Co., Ltd.
029-89275612 +8618991951683 mcbio_sales@163.com China 2255 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
sgtlifesciences pvt ltd
+8617013299288 dj@sgtlifesciences.com China 12382 58
ZHEJIANG JIUZHOU CHEM CO., LTD
+86-0576225566889 +86-13454675544 admin@jiuzhou-chem.com;jamie@jiuzhou-chem.com;alice@jiuzhou-chem.com China 20000 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58
Guangzhou PI PI Biotech Inc +86-020-81716320 +86-18371201331 Sales@pipitech.com China 3635 55

View Lastest Price from NADOLOL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
	NADOLOL pictures 2020-01-05 NADOLOL
42200-33-9
US $1.00 / KG 1KG 95-99% 1ton Career Henan Chemical Co
  • 	NADOLOL pictures
  • NADOLOL
    42200-33-9
  • US $1.00 / KG
  • 95-99%
  • Career Henan Chemical Co
1-(tert-butylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy) 1-(tert-bytylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy)-2 2,3-cis-1,2,3,4-tetrahydro-5-((2-hydroxy-3-tert-butylamino)propoxy)-2,3-naph 2,3-cis-1,2,3,4-Tetrahydro-5-((2-hydroxy-3-tert-butylamino)propoxy)-2,3-naphthalenediol 2,3-cis-1,2,3,4-tetrahydro-5-(2-hydroxy-3-(tert-butylamino)propoxy)-2,3-naphth 2,3-diol 2,3-Naphthalenediol, 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro- 2,3-Naphthalenediol, 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro-, cis- 3s)-5-(3-(tert-butylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-(2 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-3-naphthalenediol 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-2,3-nap 5-(3-((1,1-Dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxyl)-1,2,3,4-tetrahydro-2,3-naph 5-[3-(tert-Butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydro-2,3-naphthalenediol alenediol Anabet hthalenediol SQ 11725 thalenediol NADOLOL NADOLOL-D9 NADOLOL,USP 2,3-Naphthalenediol, 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro- (9CI) Begen Nadic Nadolol (200 mg) 5-[3-[(1,1-DiMethylethyl)aMino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro- 5-[3-[(1,1-DiMethylethyl-d9)aMino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro- (2R,3R)-5-[3-(tert-butylaMino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol (2R,3S)-5-(3-(tert-Butylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol -1,2,3,4-tetrahydronaphthalene-2,3-diol -2-hydroxypropoxy) -5-(3-(tert-Butylamino) Nadolol (1449700) NadololQ: What is Nadolol Q: What is the CAS Number of Nadolol Q: What is the storage condition of Nadolol Q: What are the applications of Nadolol NADOLOL USP/EP/BP cis-5-[(2RS)-3-[(1,1-Dimethylethyl)amino]-2- hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol Nadolol-d5 Nadolol CRS 1-(tert-Butylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy)-2-propanol Corgard corzide Solgol pressure,Adrenergic Receptor,Nadolol,pectoris,substrate,SQ-11725,high,β-adrenergic,OATP1A2,Beta Receptor,inhibit,vascular,blood,headaches,SQ 11725,Inhibitor,angina 42200-33-9 C17H18D9NO4 Alphabetic NA - NI Analytical Chromatography Product Catalog Analytical Standards RITALIN Isotopically Labeled Pharmaceutical Reference Standard Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals Isotope Labelled Compounds