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Chemistry

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Also known as: Penbutolol sulfate, Betapressin, 38363-32-5, Penbutolol sulfate (200 mg), Hoe-893d, Hoe-39893d
Molecular Formula
C18H31NO6S
Molecular Weight
389.5  g/mol
InChI Key
KTXVDQNRHZQBOR-RSAXXLAASA-N

Penbutolol
A nonselective beta-blocker used as an antihypertensive and an antianginal agent.
1 2D Structure

Penbutolol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-1-(tert-butylamino)-3-(2-cyclopentylphenoxy)propan-2-ol;sulfuric acid
2.1.2 InChI
InChI=1S/C18H29NO2.H2O4S/c1-18(2,3)19-12-15(20)13-21-17-11-7-6-10-16(17)14-8-4-5-9-14;1-5(2,3)4/h6-7,10-11,14-15,19-20H,4-5,8-9,12-13H2,1-3H3;(H2,1,2,3,4)/t15-;/m0./s1
2.1.3 InChI Key
KTXVDQNRHZQBOR-RSAXXLAASA-N
2.1.4 Canonical SMILES
CC(C)(C)NCC(COC1=CC=CC=C1C2CCCC2)O.OS(=O)(=O)O
2.1.5 Isomeric SMILES
CC(C)(C)NC[C@@H](COC1=CC=CC=C1C2CCCC2)O.OS(=O)(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Betapressin

2. Hoe 893d

3. Hoe-893d

4. Hoe893d

5. Penbutolol

6. Penbutolol Sulfate

7. Penbutolol Sulfate (2:1)

8. Sulfate, Penbutolol

2.2.2 Depositor-Supplied Synonyms

1. Penbutolol Sulfate

2. Betapressin

3. 38363-32-5

4. Penbutolol Sulfate (200 Mg)

5. Hoe-893d

6. Hoe-39893d

7. Schembl41409

8. Chembl1200363

9. Pharmakon1600-01505567

10. Nsc760043

11. Ccg-213484

12. 363p325

2.3 Create Date
2006-07-28
3 Chemical and Physical Properties
Molecular Weight 389.5 g/mol
Molecular Formula C18H31NO6S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass389.18720888 g/mol
Monoisotopic Mass389.18720888 g/mol
Topological Polar Surface Area125 Ų
Heavy Atom Count26
Formal Charge0
Complexity375
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameLevatol
PubMed HealthPenbutolol (By mouth)
Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
Drug Labellevatol (penbutolol sulfate) is a synthetic -receptor antagonist for oral administration. The chemical name of penbutolol sulfate is (S)-1-tert-butylamino-3-(o-cyclopentylphenoxy)-2-propanol sulfate. It is provided as the levorotatory isomer. The...
Active IngredientPenbutolol sulfate
Dosage FormTablet
RouteOral
Strength20mg
Market StatusPrescription
CompanyAuxilium Pharms

2 of 2  
Drug NameLevatol
PubMed HealthPenbutolol (By mouth)
Drug ClassesAntianginal, Antihypertensive, Cardiovascular Agent
Drug Labellevatol (penbutolol sulfate) is a synthetic -receptor antagonist for oral administration. The chemical name of penbutolol sulfate is (S)-1-tert-butylamino-3-(o-cyclopentylphenoxy)-2-propanol sulfate. It is provided as the levorotatory isomer. The...
Active IngredientPenbutolol sulfate
Dosage FormTablet
RouteOral
Strength20mg
Market StatusPrescription
CompanyAuxilium Pharms

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Adrenergic beta-Antagonists

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)


Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)


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