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1 FDF Dossiers, 1 FDA Orange Book

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1 FDA Orange Book

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Chemistry

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Also known as: Palison, 136-69-6, Protokylol hcl, Caytine hydrochloride, Nsc-113490, 7u7o8q48io

Molecular Formula

C₁₈H₂₂ClNO₅

Molecular Weight

367.8 g/mol

InChI Key

LOVXREQUMZKFCM-UHFFFAOYSA-N

FDA UNII

7U7O8Q48IO

Protokylol Hydrochloride is the hydrochloride salt form of protokylol, a derivative of the beta-adrenergic receptor agonist isoproterenol with bronchodilator activity. Protokylol binds to beta-2 adrenergic receptors in bronchial smooth muscle, thereby activating intracellular adenyl cyclase, an enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic-3',5'-adenosine monophosphate (cAMP). Increased cAMP levels cause relaxation of bronchial smooth muscle, relieve bronchospasms, improve mucociliary clearance and inhibit the release of mediators of immediate hypersensitivity from cells, especially from mast cells.

1 2D Structure

Protokylol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[2-[1-(1,3-benzodioxol-5-yl)propan-2-ylamino]-1-hydroxyethyl]benzene-1,2-diol;hydrochloride

2.1.2 InChI

InChI=1S/C18H21NO5.ClH/c1-11(6-12-2-5-17-18(7-12)24-10-23-17)19-9-16(22)13-3-4-14(20)15(21)8-13;/h2-5,7-8,11,16,19-22H,6,9-10H2,1H3;1H

2.1.3 InChI Key

LOVXREQUMZKFCM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(CC1=CC2=C(C=C1)OCO2)NCC(C3=CC(=C(C=C3)O)O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

7U7O8Q48IO

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Alpha-(alpha-methyl-3,4-methylenedioxyphenethylamino)methyl Protocatechuyl Alcohol

2. Caytine

3. Protokylol

2.3.2 Depositor-Supplied Synonyms

1. Palison

2. 136-69-6

3. Protokylol Hcl

4. Caytine Hydrochloride

5. Nsc-113490

6. 7u7o8q48io

7. Caytine Hydrochloride; Nsc 113490

8. Asmetil

9. Biturix

10. Beres

11. Atma-sanol

12. 4-[2-[1-(1,3-benzodioxol-5-yl)propan-2-ylamino]-1-hydroxyethyl]benzene-1,2-diol;hydrochloride

13. Einecs 205-254-8

14. Nsc 113490

15. Unii-7u7o8q48io

16. Protokylolhydrochlorid

17. Protoklol Hydrochloride

18. 4-(2-{[2-(1,3-benzodioxol-5-yl)-1-methylethyl]amino}-1-hydroxyethyl)-1,2-benzenediol Hydrochloride

19. 1,2-benzenediol, 4-(2-((2-(1,3-benzodioxol-5-yl)-1-methylethyl)amino)-1-hydroxyethyl)-, Hcl

20. 4-(2-((2-(1,3-benzodioxol-5-yl)-1-methylethyl)amino)-1-hydroxyethyl)-1,2-benzenediol Hcl

21. 1,2-benzenediol, 4-(2-((2-(1,3-benzodioxol-5-yl)-1-methylethyl)amino)-1-hydroxyethyl)-, Hydrochloride

22. Schembl210099

23. Chembl1200893

24. Dtxsid30929210

25. Nsc113490

26. Protokylol Hydrochloride [mi]

27. Protokylol Hydrochloride [mart.]

28. Protokylol Hydrochloride [who-dd]

29. Alpha-(((alpha-methyl-3,4-methylenedioxyphenethyl)amino)methyl)protocatechuyl Alcohol, Hydrochloride

30. Benzyl Alcohol, 3,4-dihydroxy-alpha-(((alpha-methyl-3,4-(methylenedioxy)phenethyl)amino)methyl)-, Hydrochloride

31. Ft-0674124

32. Protokylol Hydrochloride [green Book]

33. Protokylol Hydrochloride [orange Book]

34. Q27268861

35. Wln: T56 Bo Do Chj G1y1 & M1yqr Cq Dq & Gh

36. 1, 4-[2-[[2-(1,3-benzodioxol-5-yl)-1-methylethyl]amino]-1-hydroxyethyl]-, Hydrochloride

37. .alpha.-(((.alpha.-methyl-3,4-methylenedioxyphenethyl)amino)methyl)protocatechuyl Alcohol, Hydrochloride

38. 4-(2-{[1-(2h-1,3-benzodioxol-5-yl)propan-2-yl]amino}-1-hydroxyethyl)benzene-1,2-diol--hydrogen Chloride (1/1)

39. Benzyl Alcohol,4-dihydroxy-.alpha.-[[[.alpha.-methyl-3,4-(methylenedioxy)phenethyl]amino]methyl]-, Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₂ClNO₅
Molecular Weight	367.8 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	367.1186505 g/mol
Monoisotopic Mass	367.1186505 g/mol
Topological Polar Surface Area	91.2 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	396
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	2