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Menthyl Anthranilate

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FINISHED DOSAGE FORMULATIONS

4 FDF Dossiers, 4 Canada

4 FDF Dossiers
4 Canada

RELATED EXCIPIENT COMPANIES

1 Evonik, 2 Rochem International Inc, 1 SPI Pharma, 9 DKSH, 1 Pharm-RX Chemical, 1 Faran Shimi Pharmaceutical, 1 Gangwal Healthcare, 6 Nanjing Well Pharmaceutical, 5 Actylis, 2 Aeon Procare, 1 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd, 17 BASF, 6 Corel Pharma Chem, 2 Finar, 6 Gangwal Chemicals, 7 Kerry, 1 Kima Chemical, 6 Lubrizol Life Science Health, 5 Microlex e.U, 2 Nippon Fine Chemical, 2 Pluviaendo, 4 Roquette, 2 Seppic, 3 Shandong Focus Biotechnology Co., Ltd, 3 Sigachi Industries, 1 The Dow Chemical Company, 1 Valens Pharmachem

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36 Topical, 25 Thickeners and Stabilizers, 20 Solubilizers, 16 Coating Systems & Additives, 11 Controlled & Modified Release, 11 Emulsifying Agents, 11 Lubricants & Glidants, 10 Film Formers & Plasticizers, 8 Surfactant & Foaming Agents, 8 Direct Compression, 7 Granulation, 7 Rheology Modifiers, 7 Co-Processed Excipients, 7 Parenteral, 5 Fillers, Diluents & Binders, 3 Taste Masking, 3 API Stability Enhancers, 2 Coloring Agents, 1 Disintegrants & Superdisintegrants

REF. STANDARDS & IMPURITIES

1 USP , 1 Others

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1 USP
1 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Meradimate, 134-09-8, Meradimate [inn], Menthyl-o-aminobenzoate, (5-methyl-2-propan-2-ylcyclohexyl) 2-aminobenzoate, Anthranilic acid, p-menth-3-yl ester

Molecular Formula

C₁₇H₂₅NO₂

Molecular Weight

275.4 g/mol

InChI Key

SOXAGEOHPCXXIO-UHFFFAOYSA-N

FDA UNII

J9QGD60OUZ

Meradimate, before known as menthyl anthranilate, is used in a maximal concentration of 5% in different products as a UV filter. It is currently required to be named as meradimate in all FDA approved OTC products. Meradimate is approved by the FDA and Health Canada to be used as an ingredient in sunblocking products.

1 2D Structure

Menthyl Anthranilate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(5-methyl-2-propan-2-ylcyclohexyl) 2-aminobenzoate

2.1.2 InChI

InChI=1S/C17H25NO2/c1-11(2)13-9-8-12(3)10-16(13)20-17(19)14-6-4-5-7-15(14)18/h4-7,11-13,16H,8-10,18H2,1-3H3

2.1.3 InChI Key

SOXAGEOHPCXXIO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CCC(C(C1)OC(=O)C2=CC=CC=C2N)C(C)C

2.2 Other Identifiers

2.2.1 UNII

J9QGD60OUZ

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Meradimate

2. 134-09-8

3. Meradimate [inn]

4. Menthyl-o-aminobenzoate

5. (5-methyl-2-propan-2-ylcyclohexyl) 2-aminobenzoate

6. Anthranilic Acid, P-menth-3-yl Ester

7. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 2-aminobenzoate

8. 2-isopropyl-5-methylcyclohexyl 2-aminobenzoate

9. J9qgd60ouz

10. 5-methyl-2-(propan-2-yl)cyclohexyl 2-aminobenzoate

11. Cyclohexanol,5-methyl-2-(1-methylethyl)-, 1-(2-aminobenzoate)

12. Ncgc00159361-02

13. Dsstox_cid_27871

14. Dsstox_rid_82624

15. Dsstox_gsid_47895

16. Cas-134-09-8

17. Ccris 2468

18. Menthyl O-aminobenzoate

19. Einecs 205-129-8

20. Unii-j9qgd60ouz

21. Meradimate [usan:usp:inn]

22. Neo Heliopan Ma

23. Meradimate (usp/inn)

24. Meradimate [usan]

25. Menthyl Anthranilate, 98%

26. Meradimate [mart.]

27. Meradimate [usp-rs]

28. Meradimate [who-dd]

29. Schembl18884

30. 5-methyl-2-(1-methylethyl)cyclohexanol-2-aminobenzoate

31. Chembl1597075

32. Dtxsid3047895

33. Menthyl Anthranilate [mi]

34. Chebi:135974

35. Meradimate [usp Monograph]

36. Menthyl Anthranilate [inci]

37. Tox21_111602

38. Tox21_200561

39. Bbl028008

40. Stk083062

41. Akos001387784

42. Akos017278349

43. Db11096

44. Menthyl Anthranilate, Analytical Standard

45. Ncgc00159361-06

46. Ncgc00258115-01

47. Vs-08642

48. 2-aminobenzoic Acid P-menthane-3-yl Ester

49. Db-042217

50. Ft-0631778

51. D04927

52. Z262222228

53. 2-amino-benzoic Acid 2-isopropyl-5-methyl-cyclohexyl Ester

54. 2-aminobenzoic Acid (2-isopropyl-5-methyl-cyclohexyl) Ester

55. Meradimate, United States Pharmacopeia (usp) Reference Standard

56. Cyclohexanol, 5-methyl-2-(1-methylethyl)-, 1-(2-aminobenzoate)

57. Menthyl Anthranilate, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date

2005-07-29

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₅NO₂
Molecular Weight	275.4 g/mol
XLogP3	5.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	275.188529040 g/mol
Monoisotopic Mass	275.188529040 g/mol
Topological Polar Surface Area	52.3 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	329
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Meradimate is used as an active ingredient in sunscreens or as a sunblock factor in different products. It fits under the category of broad-spectrum absorbent agent. These characteristics are important to consider due to the fact that this kind of ingredients can either absorb or reflect UV radiation. It is also important to know the type of rays that cover. UVA rays are the responsible of causing sun damage and reaching deeper layers of the skin while UVB can only cause sunburn in the outer layer of the skin. When an agent is of broad spectrum, this means that this agent is capable of acting in both UVA and UVB rays.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Meradimate effect provides a low-level, broad-spectrum protecting coverage effect.

5.2 Absorption, Distribution and Excretion

Absorption

Meradimate is not absorbed through the skin.

Route of Elimination