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Penbutolol

Penbutolol

Synopsis, Chemistry

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2 API Suppliers, 2 USDMF, 1 NDC API

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1 US Medicaid Prescriptions

1 US Medicaid Prescriptions

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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

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 Formula	C₁₈H₃₁NO₆S
Molecular Weight	389.5 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	389.18720888 g/mol
Monoisotopic Mass	389.18720888 g/mol
Topological Polar Surface Area	125 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	375
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Levatol
PubMed Health	Penbutolol (By mouth)
Drug Classes	Antianginal, Antihypertensive, Cardiovascular Agent
Drug Label	levatol (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 Ingredient	Penbutolol sulfate
Dosage Form	Tablet
Route	Oral
Strength	20mg
Market Status	Prescription
Company	Auxilium Pharms

2 of 2
Drug Name	Levatol
PubMed Health	Penbutolol (By mouth)
Drug Classes	Antianginal, Antihypertensive, Cardiovascular Agent
Drug Label	levatol (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 Ingredient	Penbutolol sulfate
Dosage Form	Tablet
Route	Oral
Strength	20mg
Market Status	Prescription
Company	Auxilium 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.)