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Tyloxapol API

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Synopsis

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Chemistry

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Also known as: Tyloxapol, 25301-02-4, Tyloxypal, Triton wr-1339, Superinone, Alevaire

Molecular Formula

C₁₇H₂₈O₃

Molecular Weight

280.4 g/mol

InChI Key

MDYZKJNTKZIUSK-UHFFFAOYSA-N

Tyloxapol is a non-ionic detergent often used as a surfactant.

1 2D Structure

Tyloxapol API

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

formaldehyde;oxirane;4-(2,4,4-trimethylpentan-2-yl)phenol

2.1.2 InChI

InChI=1S/C14H22O.C2H4O.CH2O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11;1-2-3-1;1-2/h6-9,15H,10H2,1-5H3;1-2H2;1H2

2.1.3 InChI Key

MDYZKJNTKZIUSK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)(C)CC(C)(C)C1=CC=C(C=C1)O.C=O.C1CO1

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Alevaire

2. Enuclene

3. Formaldehyde, Polymer With Oxirane And 4-(1,1,3,3-tetramethylbutyl)phenol

4. Oxyethylated Tertiary Octylphenol Formaldehyde Polymer

5. P-isooctylpolyoxyethylenephenol Formaldehyde Polymer

6. Polyhydroxyethyl-tert-octylphenolformaldehyde

7. Superinone

8. Supervent

9. Translight

10. Triton A 20

11. Triton Wr 1339

12. Triton Wr-1339

13. Tyloxapol

14. Tyroxapol

15. Wr-1339

2.2.2 Depositor-Supplied Synonyms

1. Tyloxapol

2. 25301-02-4

3. Tyloxypal

4. Triton Wr-1339

5. Superinone

6. Alevaire

7. Nsc90255

8. Formaldehyde;oxirane;4-(2,4,4-trimethylpentan-2-yl)phenol

9. Triton A-20

10. Formaldehyde, Polymer With Oxirane And4-(1,1,3,3-tetramethylbutyl)phenolother Ca Index Names:oxirane, Polymer With Formaldehyde And4-(1,1,3,3-tetramethylbutyl)phenolphenol, 4-(1,1,3,3-tetramethylbutyl)-, Polymer With Formaldehyde Andoxirane

11. Superiuone

12. Component Of Alevaire

13. Formaldehyde; Oxirane; 4-(1,1,3,3-tetramethylbutyl)phenol

14. Schembl181284

15. Dtxsid30179950

16. Chebi:141517

17. Nsc-90255

18. Akos026749862

19. Formaldehyde,1,3,3-tetra Methylbutyl)phenol

20. Ab01563398_01

21. Q7860340

22. Ethoxylated P-tert-octylphenol Formaldehyde Polymer

23. Wln: /qr Dx1&1&1x1&1&1/ &/*o2*/ &/*o1*/

24. Phenol,1,3,3-tetramethylbutyl)-, Polymer With Ethylene Oxide And Formaldehyde

2.3 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₈O₃
Molecular Weight	280.4 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	280.20384475 g/mol
Monoisotopic Mass	280.20384475 g/mol
Topological Polar Surface Area	49.8 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	204
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Indication

Tyloxapol is an inhaled surfactant that assists in removing and liquefying and removing bronchopulmonary secretions with mucus and pus. Tyloxapol is administered either through nebulized solution or a stream of oxygen. Also investigated for use/treatment in cystic fibrosis and pediatric indications.

5 Pharmacology and Biochemistry

5.1 Pharmacology

It is used as a surfactant to aid liquefaction and removal of mucopurulent (containing mucus and pus) bronchopulmonary secretions. Tyloxapol also blocks plasma lipolytic activity, and thus the breakdown of triglyceride-rich lipoproteins.

5.2 MeSH Pharmacological Classification

Surface-Active Agents

Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics. (See all compounds classified as Surface-Active Agents.)

Detergents

Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties. (See all compounds classified as Detergents.)

5.3 ATC Code

R - Respiratory system

R05 - Cough and cold preparations

R05C - Expectorants, excl. combinations with cough suppressants

R05CA - Expectorants

R05CA01 - Tyloxapol

5.4 Mechanism of Action

Tyloxapol, when injected IP, blocks plasma lipolytic activity, and thus the breakdown of triglyceride-rich lipoproteins. It has also been shown to be inhibitor of lipoprotein lipase, thus preventing triglyceride uptake.

Drugs in Development