Also known as: Isoamyl 4-methoxycinnamate, Isopentyl p-methoxycinnamate, Amiloxate [usan], Isoamyl methoxycinnamate, Amiloxato, Nsc-408332

Molecular Formula

C₁₅H₂₀O₃

Molecular Weight

248.32 g/mol

InChI Key

UBNYRXMKIIGMKK-RMKNXTFCSA-N

FDA UNII

376KTP06K8

AMILOXATE is a small molecule drug with a maximum clinical trial phase of II.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-methylbutyl (E)-3-(4-methoxyphenyl)prop-2-enoate

2.1.2 InChI

InChI=1S/C15H20O3/c1-12(2)10-11-18-15(16)9-6-13-4-7-14(17-3)8-5-13/h4-9,12H,10-11H2,1-3H3/b9-6+

2.1.3 InChI Key

UBNYRXMKIIGMKK-RMKNXTFCSA-N

2.2 Other Identifiers

2.2.1 UNII

376KTP06K8

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. Isoamyl 4-methoxycinnamate

2. Isopentyl P-methoxycinnamate

3. Amiloxate [usan]

4. Isoamyl Methoxycinnamate

5. Amiloxato

6. Nsc-408332

7. 376ktp06k8

8. Amiloxate [inn]

9. Amiloxate [mi]

10. E-1000

11. 4-methoxycinnamic Acid, Isoamyl Ester

12. Amiloxate [mart.]

13. Amiloxate [usp-rs]

14. Amiloxate [who-dd]

15. Amiloxate [usp Impurity]

16. Dtxcid9026055

17. Dtxsid1046055

18. Amiloxate [usp Monograph]

19. Nsc408332

20. Amiloxate (mart.)

21. Amiloxate (usp-rs)

22. 3-methylbutyl (2e)-3-(4-methoxyphenyl)prop-2-enoate

23. Amiloxate (usp Impurity)

24. Amiloxate (usp Monograph)

25. Amiloxatum

26. Refchem:557171

27. 2-propenoic Acid, 3-(4-methoxyphenyl)-, 3-methylbutyl Ester

28. Isopentyl 3-(4-methoxyphenyl)acrylate

29. Isopentyl-4-methoxycinnamate

30. Isopentyl 4-methoxycinnamate

31. Isoamyl-p-methoxycinnamate

32. 155339-66-5

33. 3-methylbutyl (e)-3-(4-methoxyphenyl)prop-2-enoate

34. Mfcd00583856

35. Ncgc00159435-02

36. 3-(4-methoxyphenyl)-2-propenoic Acid, 3-methylbutyl Ester

37. (e)-isopentyl 3-(4-methoxyphenyl)acrylate

38. 3-methylbutyl 3-(4-methoxyphenyl)prop-2-enoate

39. Neo Heliopan E1000

40. Amiloxate [usan:usp:inn]

41. Unii-376ktp06k8

42. Einecs 275-702-5

43. Neo Heliopan (tn)

44. Brn 3132627

45. Amiloxate (usp/inn)

46. Ai3-05552

47. 96% (isomers Mixture)

48. E 1000

49. Ec 275-702-5

50. 3-methylbutyl 3-(4-methoxyphenyl)-2-propenoate

51. Schembl15764

52. 3-10-00-00850 (beilstein Handbook Reference)

53. Chembl1476782

54. 3-(4-methoxyphenyl)-2-propenoic Acid 3-methylbutyl Ester

55. Msk3423

56. Chebi:135982

57. Ubnyrxmkiigmkk-rmknxtfcsa-n

58. Dtxsid301349309

59. 4-methoxycinnamic Acid-isoamyl Ester

60. Tox21_111666

61. S3218

62. Akos015913998

63. Akos025310783

64. Cs-w012670

65. Db11207

66. Fi29838

67. Hy-w011954

68. Nsc 408332

69. Ncgc00159435-03

70. Bs-49548

71. Da-54393

72. Cas-71617-10-2

73. D02904

74. D91203

75. Isoamyl 4-methoxycinnamate, Analytical Standard

76. Sbi-0654197.0001

77. En300-7363198

78. Isopentyl (e)-3-(4-methoxyphenyl)prop-2-enoate

79. 617i102

80. En300-18004835

81. Sr-01000201509

82. Sr-01000201509-1

83. 3-(4-methoxyphenyl)-2-propenoic Acid, Isoamyl Ester

84. 3-methylbutyl (2e)-3-(4-methoxyphenyl)-2-propenoate

85. Brd-k37851352-001-01-0

86. Q17012246

87. Z212714982

88. Amiloxate, United States Pharmacopeia (usp) Reference Standard

89. 2-benzoic Acid, 2-propenoic Acid, 3-(4-methoxyphenyl)-3-methylbutyl Ester

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₀O₃
Molecular Weight	248.32 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	7
Exact Mass	Da
Monoisotopic Mass	Da
Topological Polar Surface Area	35.5
Heavy Atom Count	18
Formal Charge	0
Complexity	263
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Indicated as an active sunscreen agent.

5 Pharmacology and Biochemistry

5.1 Absorption, Distribution and Excretion

Absorption

According to _in vitro_ studies of amiloxate-containing tape strips on porcine ear, there was no detection of amiloxate undergoing skin penetration.

Route of Elimination