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Cicletanine Hydrochloride

Synopsis, Chemistry

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Also known as: 82747-56-6, Cicletanine hcl, T0sy6373oq, 3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol;hydrochloride, Cicletanine hydrochloride (jan), Cicletanine hydrochloride [jan]

Molecular Formula

C₁₄H₁₃Cl₂NO₂

Molecular Weight

298.2 g/mol

InChI Key

QLMBAIRFQQLJJX-UHFFFAOYSA-N

FDA UNII

T0SY6373OQ

Cicletanine Hydrochloride is the hydrochloride salt of a dihydropyridine derivative with diuretic and antihypertensive activity. Cicletanine exerts thiazide-like diuretic activity. In addition, this agent inhibits protein kinase C (PKC) and is able to reverse vasoconstriction through the inhibition of PKC-mediated inhibition of Na/K-ATPase phosphorylation.

1 2D Structure

Cicletanine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol;hydrochloride

2.1.2 InChI

InChI=1S/C14H12ClNO2.ClH/c1-8-13(17)12-7-18-14(11(12)6-16-8)9-2-4-10(15)5-3-9;/h2-6,14,17H,7H2,1H3;1H

2.1.3 InChI Key

QLMBAIRFQQLJJX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=NC=C2C(OCC2=C1O)C3=CC=C(C=C3)Cl.Cl

2.2 Other Identifiers

2.2.1 UNII

T0SY6373OQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1,3-dihydro-6-methyl-7-hydroxy-3-(4-chlorophenyl)furo(3,4-d)pyridine

2. Bn 1270

3. Bn-1270

4. Cicletanide

5. Cicletanine

6. Cycletanide

7. Justar

8. Tenstaten

2.3.2 Depositor-Supplied Synonyms

1. 82747-56-6

2. Cicletanine Hcl

3. T0sy6373oq

4. 3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol;hydrochloride

5. Cicletanine Hydrochloride (jan)

6. Cicletanine Hydrochloride [jan]

7. Unii-t0sy6373oq

8. Tenstaten (tn)

9. Justar (tn)

10. Schembl387011

11. Win-90000 Hcl

12. Win 90,000 Hcl

13. Dtxsid801002869

14. Cicletanine Hydrochloride [mi]

15. Akos030255878

16. Cicletanine Hydrochloride [mart.]

17. Cicletanine Hydrochloride [who-dd]

18. Ft-0665030

19. D07697

20. Q27289519

21. 3-(4-chlorophenyl)-6-methyl-1h,3h-furo[3,4-c]pyridin-7-ol Hydrochloride

22. 3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol,hydrochloride

23. 3-(4-chlorophenyl)-6-methyl-1,3-dihydrofuro[3,4-c]pyridin-7-ol--hydrogen Chloride (1/1)

24. Furo(3,4-c)pyridin-7-ol, 3-(4-chlorophenyl)-1,3-dihydro-6-methyl-, Hydrochloride

25. Furo(3,4-c)pyridin-7-ol, 3-(4-chlorophenyl)-1,3-dihydro-6-methyl-, Hydrochloride, (+/-)-

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₃Cl₂NO₂
Molecular Weight	298.2 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	1
Exact Mass	297.0323340 g/mol
Monoisotopic Mass	297.0323340 g/mol
Topological Polar Surface Area	42.4 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	294
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Diuretics

Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)

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.)

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)