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26-(4-nonylphenoxy)-3,6,9,12,15,18,21,24-octaoxahexacosan-1-ol

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ACTIVE PHARMA INGREDIENTS

5 API Suppliers, 1 USDMF, 1 CEP/COS, 3 Listed Suppliers, $ API Reference Price

5 API Suppliers
1 USDMF
1 CEP/COS
3 Listed Suppliers
$ API Reference Price

FINISHED DOSAGE FORMULATIONS

2 FDF Dossiers, 2 FDA Orange Book

2 FDF Dossiers
2 FDA Orange Book

RELATED EXCIPIENT COMPANIES

2 Rochem International Inc, 4 SPI Pharma, 1 DKSH, 3 Boai NKY Pharmaceuticals Ltd, 1 Gangwal Healthcare, 3 Nanjing Well Pharmaceutical, 2 Actylis, 3 BASF, 1 Clariant, 5 Corel Pharma Chem, 1 Finar, 1 Gangwal Chemicals, 2 Ideal Cures Pvt Ltd, 4 Kerry, 1 Kima Chemical, 3 Microlex e.U, 1 Novo Excipients, 1 Pluviaendo, 11 Roquette, 1 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 1 Shanghai Welltone Material Technology Co., Ltd, 1 Shijiazhuang Huaxu Pharmaceutical, 1 Sigachi Industries, 1 The Dow Chemical Company, 1 Ulanqab Kema New Material, 1 Valens Pharmachem, 1 Zhejiang Huakang Pharmaceutical

EXCIPIENTS BY APPLICATIONS

19 Coating Systems & Additives, 14 Film Formers & Plasticizers, 10 Fillers, Diluents & Binders, 8 Thickeners and Stabilizers, 8 Topical, 7 Parenteral, 7 Solubilizers, 5 Controlled & Modified Release, 4 Taste Masking, 4 Rheology Modifiers, 3 Co-Processed Excipients, 3 API Stability Enhancers, 2 Lubricants & Glidants, 2 Disintegrants & Superdisintegrants, 2 Chewable & Orodispersible Aids, 1 Emulsifying Agents, 1 Direct Compression, 1 Soft Gelatin

excipientsByApplications
19 Coating Systems & Additives
14 Film Formers & Plasticizers
10 Fillers, Diluents & Binders
8 Thickeners and Stabilizers
8 Topical
7 Parenteral
7 Solubilizers
5 Controlled & Modified Release
4 Taste Masking
4 Rheology Modifiers
3 Co-Processed Excipients
3 API Stability Enhancers
2 Lubricants & Glidants
2 Disintegrants & Superdisintegrants
2 Chewable & Orodispersible Aids
1 Emulsifying Agents
1 Direct Compression
1 Soft Gelatin

MARKET PLACE

5 APIs

marketPlace
5 APIs

REF. STANDARDS & IMPURITIES

1 EDQM , 1 USP , 1 Others

otherSolutions
1 EDQM
1 USP
1 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 262

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

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Health Canada Patents

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US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

58 RELATED EXCIPIENT COMPANIES

101EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: Nonoxynol 9, 14409-72-4, Delfen, Nonoxynol, n=9, 26571-11-9, Tergitol np-9

Molecular Formula

C₃₃H₆₀O₁₀

Molecular Weight

616.8 g/mol

InChI Key

FBWNMEQMRUMQSO-UHFFFAOYSA-N

Nonionic surfactant mixtures varying in the number of repeating ethoxy (oxy-1,2-ethanediyl) groups. They are used as detergents, emulsifiers, wetting agents, defoaming agents, etc. Nonoxynol-9, the compound with 9 repeating ethoxy groups, is a spermatocide, formulated primarily as a component of vaginal foams and creams.

1 2D Structure

NONOXYNOL-9

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2-[2-[2-[2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

2.1.2 InChI

InChI=1S/C33H60O10/c1-2-3-4-5-6-7-8-9-32-10-12-33(13-11-32)43-31-30-42-29-28-41-27-26-40-25-24-39-23-22-38-21-20-37-19-18-36-17-16-35-15-14-34/h10-13,34H,2-9,14-31H2,1H3

2.1.3 InChI Key

FBWNMEQMRUMQSO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCCCCCCC1=CC=C(C=C1)OCCOCCOCCOCCOCCOCCOCCOCCOCCO

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Advantage S

2. Advantage-s

3. Delfen Cream

4. Delfen Creams

5. Emulgen 911

6. Emulgin 913

7. Nonoxinol

8. Nonoxinols

9. Nonoxynol

10. Nonoxynol 9

11. Nonoxynol, 1(4)-sulfate, Sodium Salt

12. Nonoxynol, 4-sulfate, Ammonium Salt

13. Nonoxynols

14. Nonylphenoxypolyethoxyethanol

15. Nonylphenoxypolyethoxyethanols

16. Oval, Patentex

17. Patentex Oval

2.2.2 Depositor-Supplied Synonyms

1. Nonoxynol 9

2. 14409-72-4

3. Delfen

4. Nonoxynol, N=9

5. 26571-11-9

6. Tergitol Np-9

7. Peg-9 Nonyl Phenyl Ether

8. Nonoxynol9

9. Tergitol Np9

10. Nonaethylene Glycol Nonylphenyl Ether

11. Nonylphenol Octa(oxyethylene) Ethanol

12. Nonaethylene Glycol Mono(nonylphenyl) Ether

13. Nonoxinol-9

14. 2-[2-[2-[2-[2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol

15. Nonylphenoxypolyethoxyethanol

16. Polyoxyethylene (9) Nonyl Phenyl Ether

17. 26-(4-nonylphenoxy)-3,6,9,12,15,18,21,24-octaoxahexacosan-1-ol

18. 26-(nonylphenoxy)-3,6,9,12,15,18,21,24-octaoxahexacosan-1-ol

19. Chebi:53775

20. Nsc-758941

21. P-nonylphenyl Polyethylene Glycol Ether

22. N-9

23. Conceptrol

24. Intercept

25. Semicid

26. 3,6,9,12,15,18,21,24-octaoxahexacosan-1-ol, 26-(4-nonylphenoxy)-

27. 2-[2-[2-[2-[2-[2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]-ethoxy]ethoxy]ethoxy]ethoxy]ethanol

28. Staycept

29. Emko

30. Today Sponge

31. Nonoxinolum 9

32. Hsdb 8094

33. Gynol Ii

34. C-film

35. Norfox Np-9

36. Tergitol Tp-9

37. Nonoxynol-9.5

38. Einecs 247-816-5

39. Conco Ni-90

40. K-y Plus Nonoxynol-9

41. Spectrum2_001247

42. Spectrum3_001946

43. Alosetronhydrochloride

44. Chembl1410

45. Schembl36844

46. Bspbio_003546

47. Spectrum1505292

48. Spbio_001154

49. Dowfax 9n9, Neutronyx 611

50. Co-630sp

51. Kbio3_002833

52. Dtxsid00858720

53. Hms2093o22

54. Pharmakon1600-01505292

55. Zinc8214629

56. 3,6,9,12,15,18,21,24-octaoxahexacosan-1-ol, 26-(nonylphenoxy)-

57. Bdbm50442874

58. Ccg-39124

59. Nsc758941

60. Akos015910808

61. Db06804

62. Nsc 758941

63. Ncgc00095907-02

64. Ncgc00095907-03

65. N 9

66. Sbi-0206761.p001

67. Polyethylene Glycol 450 Nonyl Phenyl Ether

68. Ab01563056_01

69. Q420039

70. Sr-05000001885

71. J-016227

72. Q-201490

73. Sr-05000001885-1

74. Brd-k88625236-001-01-8

75. 1-(4-nonylphenyl)-1,4,7,10,13,16,19,22,25-nonaoxaheptacosan-27-ol

76. N9

2.3 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₃₃H₆₀O₁₀
Molecular Weight	616.8 g/mol
XLogP3	4.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	35
Exact Mass	616.41864811 g/mol
Monoisotopic Mass	616.41864811 g/mol
Topological Polar Surface Area	103 Å²
Heavy Atom Count	43
Formal Charge	0
Complexity	520
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	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Today
PubMed Health	Nonoxynol 9 (Vaginal)
Drug Classes	Contraceptive, Local
Active Ingredient	Nonoxynol-9
Dosage Form	Sponge
Route	Vaginal
Strength	1gm
Market Status	Over the Counter
Company	Mayer Labs

2 of 2
Drug Name	Today
PubMed Health	Nonoxynol 9 (Vaginal)
Drug Classes	Contraceptive, Local
Active Ingredient	Nonoxynol-9
Dosage Form	Sponge
Route	Vaginal
Strength	1gm
Market Status	Over the Counter
Company	Mayer Labs

4.2 Drug Warning

In January, 2003, FDA proposed new warning statements and other labeling information for these products after results from a major clinical study in Africa and Thailand showed that women using a contraceptive gel product containing N9 were not protected against HIV and other STDs and were, in fact, at higher risk for HIV infection than women using a placebo gel. Because these and other studies have shown that use of products containing N9 cause vaginal and rectal irritation that can heighten the chance of becoming infected with HIV from an infected partner, FDA believes the warning will empower consumers to make better informed decisions about the use of these products, and better protect the public health.

DHHS/FDA; For Consumers: New Warning for Nonoxynol 9 OTC Contraceptive Products re: STDS and HIV/AIDS (June18, 2009). Available from, as of October 16, 2012: https://www.fda.gov/ForConsumers/ByAudience/ForPatientAdvocates/HIVandAIDSActivities/ucm124023.htm

The FDA issued a final rule on December 18, 2007 requiring manufacturers of over-the-counter (OTC) stand-alone vaginal contraceptive and spermicidal products containing the chemical ingredient nonoxynol 9 (N9) include a warning stating that the chemical N9 does not provide protection against infection from HIV (the virus that causes AIDS) or other sexually transmitted diseases (STDs). Stand-alone spermicides include gels, foams, films, or inserts containing N9 that are used by themselves for contraception. Consumers can protect themselves from the transmission of STDs and HIV by practicing abstinence, being in a monogamous relationship where neither partner is infected, and using condoms consistently and correctly. FDA is issuing the rule in an effort to correct misconceptions that N9 protects against sexually transmitted diseases, including HIV infection.

Sexually transmitted diseases (STDs) alert: This product does not protect against HIV/AIDS or other STDs and may increase the risk of getting HIV from an infected partner.

Do not use if you or your sex partner has HIV/AIDS. If you do not know if you or your sex partner is infected, choose another form of birth control.

For more Drug Warnings (Complete) data for Nonoxynol-9 (7 total), please visit the HSDB record page.

4.3 Drug Indication

Nonoxynol 9 is a surfactant spermicide used for contraception in spermicidal creams, jellies, foams, gel, and lubricants. It is also used in conjuction with other methods of contraception, including condoms, cervical caps and diaphragms.

5 Pharmacology and Biochemistry

5.1 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.)

Spermatocidal Agents

Chemical substances that are destructive to spermatozoa used as topically administered vaginal contraceptives. (See all compounds classified as Spermatocidal Agents.)

5.2 Absorption, Distribution and Excretion

In mice intravenously injected with (14)C-Nonoxynol-9, the highest amounts of radioactivity were reported for the small and large intestines. (14)C radioactivity was excreted mainly in the urine and feces. An HPLC analysis of the urine and bile indicated that no intact Nonoxynol-9 was present in the bile or urine, and that Nonoxynol-9 was metabolized to highly polar species.

Alan AF ed.; Cosmetic Ingredient Review: Amended final report on the safety assessment of Nonoxynol -1, -2, -3, -4, -5, -6, -7 and -8. Int J Toxicol 18 (Suppl 1):11-31 (1999)

In in vitro skin penetration studies using cadaver skin (rinse off and leave-on protocols), the total skin penetration of Nonoxynol-2, -4, and -9 was less than 1 % over a period of 48 hours.

Alan AF ed.; Cosmetic Ingredient Review: Amended final report on the safety assessment of Nonoxynol -1, -2, -3, -4, -5, -6, -7 and -8. Int J Toxicol 18 (Suppl 1):11-31 (1999)

The disposition of nonoxynol-9 labeled with (14)C at the ethylene oxide units was studied following an iv or vaginal administration to female Sprague-Dawley rats. The results from the vaginal administration studies indicate 12.8% absorption of (14)C radioactivity in 6.0 hr and 37.7% in 24.0 hr. Tissue distribution studies showed that the small and large intestines, including their contents, had the highest (14)C activity by either route of administration. Radiomonitored HPLC of bile collected at 6.0 hr and urine at 6.0, 24.0, and 48.0 hr following an iv injection of (14)C nonoxynol-9 showed that the compound was completely metabolized in the body of the rat. The metabolites were primarily excreted in the feces and secondarily in the urine. Analysis of urinary metabolites containing the (14)C label, 6.0 hr following an iv dose, indicated the presence of highly polar neutral (53.27%) and acidic (39.23%) species.

PMID:2848334 Walter BA et al; Toxicol Appl Pharmacol 96 (2): 258-68 (1988)

5.3 Mechanism of Action

Nonoxynol-9 interacts with the lipids in the membranes of the acrosome and the midpiece of the sperm. The sperm membranes are lysed; the acrosome, neck and midpiece of the spermatozoa are loosened and then detached which results in their immobilization and death.

API SUPPLIERS

01

Solvay Chemicals International S.A

Belgium

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Pharmtech & Ingredients

Not Confirmed

02

Solvay

Germany

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Pharmtech & Ingredients

Not Confirmed

03

Ocean Pharmacoat Pvt Ltd

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Pharmtech & Ingredients

Not Confirmed

04

Hefei TNJ Chemical Industry

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Pharmtech & Ingredients

Not Confirmed

05

SimSon Pharma

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

Pharmtech & Ingredients

Not Confirmed

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USDMF

01

Solvay Usa Inc

Belgium

Pharma Manufacturing 2024

Not Confirmed

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CEP/COS

01

SOLVAY USA INC. Princeton US

Germany

euroPLX 86 Munich

Not Confirmed

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Listed Suppliers

01

Hefei TNJ Chemical Industry

China

Pharma Manufacturing 2024

Not Confirmed

02

Ocean Pharmacoat Pvt Ltd

India

Pharma Manufacturing 2024

Not Confirmed

03

SimSon Pharma

India

Pharma Manufacturing 2024

Not Confirmed

SimSon Pharma

India

Pharma Manufacturing 2024

Not Confirmed

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NONOXYNOL-9

About the Company : "SimSon Pharma, a renowned name in pharmaceutical sector, has build high its reputation as a complete solution provider in contract research arena. We are leading manufacturer and ...

"SimSon Pharma, a renowned name in pharmaceutical sector, has build high its reputation as a complete solution provider in contract research arena. We are leading manufacturer and supplier of pharmaceutical Reference materials like Drug working standard, Drug impurity standards, Drug metabolites and Stable Isotope Labelled compounds. Our expertise in this area has made us one of the the most trusted companies in the industry. We are the front runner in manufacturing complicated Drug impurity standards or Reference materials and the complete solution provider in identifying, synthesizing and qualifying any Unknown impurity. We have scaled up our operations to make the company a holistic solution provider and would be supplying all reference chemicals and materials for research requirements . In short, we are one stop solutions for Chemical development, Formulation development, Analytical development and Regulatory services. SimSon Pharma not only synthesize and supply molecules but also provides cost effective & innovative approach to help companies achieve success. We work closely with our clients for understanding their requirements and offer them time bound solutions. Vision: To become a leading pharma company and a preferred partner for the global pharma industry for Reference materials, Research chemicals and R&D services. Mission: We strive to provide a cost-effective and time-bound research solutions in the area of custom synthesis, formulation development and analytical development."

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