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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

Menthyl Anthranilate
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 Weight 275.4 g/mol
Molecular Formula C17H25NO2
XLogP35.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass275.188529040 g/mol
Monoisotopic Mass275.188529040 g/mol
Topological Polar Surface Area52.3 Ų
Heavy Atom Count20
Formal Charge0
Complexity329
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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

As meradimate is not absorbed, this pharmacokinetic property is not relevant.


Volume of Distribution

As meradimate is not absorbed, this pharmacokinetic property is not relevant.


Clearance

As meradimate is not absorbed, this pharmacokinetic property is not relevant.


5.3 Metabolism/Metabolites

As meradimate is not absorbed, this pharmacokinetic property is not relevant.


5.4 Biological Half-Life

As meradimate is not absorbed, this pharmacokinetic property is not relevant.


5.5 Mechanism of Action

Meradimate acts by absorbing both the UVA and UVB radiation, this provides this ingredient with a broad spectrum and it explains why it is highly used in different products such as lip balms, lipsticks, and moisturizers. Its protective effective action does not cover completely the UVA rays as it only reaches 336 nm. This has been proven even thought meradimate has a theoretical protective coverage range between 200-380 nm. Its function is related to the intrinsic structure of meradimate which is an ortho-disubstituted aminobenzoate. This structure allows easy electron delocalization and shifts in the maximum absorption.


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ABOUT THIS PAGE

Menthyl Anthranilate Manufacturers

A Menthyl Anthranilate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Menthyl Anthranilate, including repackagers and relabelers. The FDA regulates Menthyl Anthranilate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Menthyl Anthranilate API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Menthyl Anthranilate Suppliers

A Menthyl Anthranilate supplier is an individual or a company that provides Menthyl Anthranilate active pharmaceutical ingredient (API) or Menthyl Anthranilate finished formulations upon request. The Menthyl Anthranilate suppliers may include Menthyl Anthranilate API manufacturers, exporters, distributors and traders.

Menthyl Anthranilate GMP

Menthyl Anthranilate Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Menthyl Anthranilate GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Menthyl Anthranilate GMP manufacturer or Menthyl Anthranilate GMP API supplier for your needs.

Menthyl Anthranilate CoA

A Menthyl Anthranilate CoA (Certificate of Analysis) is a formal document that attests to Menthyl Anthranilate's compliance with Menthyl Anthranilate specifications and serves as a tool for batch-level quality control.

Menthyl Anthranilate CoA mostly includes findings from lab analyses of a specific batch. For each Menthyl Anthranilate CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Menthyl Anthranilate may be tested according to a variety of international standards, such as European Pharmacopoeia (Menthyl Anthranilate EP), Menthyl Anthranilate JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Menthyl Anthranilate USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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