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Cafedrine

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3 FDF Dossiers, 3 South Africa

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3 South Africa

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Chemistry

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Also known as: Norephendrinetheophylline, 58166-83-9, Cafedrinum, 14535-83-2, 7-[2-[(1-hydroxy-1-phenylpropan-2-yl)amino]ethyl]-1,3-dimethylpurine-2,6-dione, Cafedrine (ban)

Molecular Formula

C₁₈H₂₃N₅O₃

Molecular Weight

357.4 g/mol

InChI Key

UJSKUDDDPKGBJY-UHFFFAOYSA-N

1 2D Structure

Cafedrine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-[2-[(1-hydroxy-1-phenylpropan-2-yl)amino]ethyl]-1,3-dimethylpurine-2,6-dione

2.1.2 InChI

InChI=1S/C18H23N5O3/c1-12(15(24)13-7-5-4-6-8-13)19-9-10-23-11-20-16-14(23)17(25)22(3)18(26)21(16)2/h4-8,11-12,15,19,24H,9-10H2,1-3H3

2.1.3 InChI Key

UJSKUDDDPKGBJY-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C(C1=CC=CC=C1)O)NCCN2C=NC3=C2C(=O)N(C(=O)N3C)C

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 7-(2-(1-methyl-2-hydroxy-2-phenylethylamino)ethyl)theophylline

2. Cafedrine Hydrochloride

3. Norephendrinetheophylline

4. Norephendrinetheophylline Mono-hydrochloride, (r-(r*,s*))-isomer

2.2.2 Depositor-Supplied Synonyms

1. Norephendrinetheophylline

2. 58166-83-9

3. Cafedrinum

4. 14535-83-2

5. 7-[2-[(1-hydroxy-1-phenylpropan-2-yl)amino]ethyl]-1,3-dimethylpurine-2,6-dione

6. Cafedrine (ban)

7. Schembl147271

8. Chembl2104207

9. Dtxsid50866678

10. 7-(2-(1-methyl-2-hydroxy-2-phenylethylamino)ethyl)theophylline Monohydrochloride

11. D07151

12. 7-[2-(2-hydroxy-1 Methyl-2-phenylethyl-amino)ethyl]theophylline

13. 1h-purine-2,6-dione, 3,7-dihydro-7-(2-((2-hydroxy-1-methyl-2-phenylethyl)amino)ethyl)-1,3-dimethyl- (van)

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₃N₅O₃
Molecular Weight	357.4 g/mol
XLogP3	0.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	357.18008961 g/mol
Monoisotopic Mass	357.18008961 g/mol
Topological Polar Surface Area	90.7 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	525
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

4.2 ATC Code

C - Cardiovascular system

C01 - Cardiac therapy

C01C - Cardiac stimulants excl. cardiac glycosides

C01CA - Adrenergic and dopaminergic agents

C01CA21 - Cafedrine

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