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08340_FLUKA

08340_FLUKA

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Also known as: 5451-09-2, Aminolevulinic acid hydrochloride, Levulan, 5-amino-4-oxopentanoic acid hydrochloride, Levulan kerastick, 5-aminolevulinic acid hcl

Molecular Formula

C₅H₁₀ClNO₃

Molecular Weight

167.59 g/mol

InChI Key

ZLHFONARZHCSET-UHFFFAOYSA-N

FDA UNII

V35KBM8JGR

A compound produced from succinyl-CoA and GLYCINE as an intermediate in heme synthesis. It is used as a PHOTOCHEMOTHERAPY for actinic KERATOSIS.

1 2D Structure

08340_FLUKA

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-amino-4-oxopentanoic acid;hydrochloride

2.1.2 InChI

InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H

2.1.3 InChI Key

ZLHFONARZHCSET-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C(CC(=O)O)C(=O)CN.Cl

2.2 Other Identifiers

2.2.1 UNII

V35KBM8JGR

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5 Aminolaevulinate

2. 5 Aminolevulinate

3. 5-aminolaevulinate

4. 5-aminolevulinate

5. Acid Hydrochloride, Aminolevulinic

6. Acid, Aminolevulinic

7. Acid, Delta-aminolevulinic

8. Aminolevulinic Acid

9. Aminolevulinic Acid Hydrochloride

10. Delta Aminolevulinic Acid

11. Delta-aminolevulinic Acid

12. Hydrochloride, Aminolevulinic Acid

13. Levulan

2.3.2 Depositor-Supplied Synonyms

1. 5451-09-2

2. Aminolevulinic Acid Hydrochloride

3. Levulan

4. 5-amino-4-oxopentanoic Acid Hydrochloride

5. Levulan Kerastick

6. 5-aminolevulinic Acid Hcl

7. Gliolan

8. Aminolevulinic Acid Hcl

9. Ameluz

10. Delta-aminolevulinic Acid Hydrochloride

11. Mfcd00012869

12. Alaglio

13. Gleolan

14. Alabel

15. Pentanoic Acid, 5-amino-4-oxo-, Hydrochloride

16. 5-aminolevulinic Acid, Hcl

17. 5-aminolevulinic Acid (hydrochloride)

18. 5-aminolevulinate Hydrochloride

19. 5-ala

20. Nsc-18509

21. V35kbm8jgr

22. 5-aminolevulinic Acid Hydrochloride Salt

23. .delta.-aminolevulinic Acid Hydrochloride

24. 5-amino-4-oxopentanoic Acid;hydrochloride

25. Npc-07

26. (4-carboxy-2-oxobutyl)azanium;chloride

27. 5-amino-4-oxopentanoic Acid Hcl

28. Aminolevulinic Acid Hydrochloride [usan]

29. Ncgc00095111-01

30. Dsstox_cid_25914

31. Dsstox_rid_81222

32. Dsstox_gsid_45914

33. 5-amino-4-oxopentanoic Acid Hydrochloride;5-amino-4-oxopentanoic Acid

34. Cas-5451-09-2

35. 5-amino-levulinic Acid Hydrochloride

36. 5-aminolevulinic Acid Hydrochloride, >=97.0% (at)

37. Alacare

38. Ala Hydrochloride

39. Einecs 226-679-5

40. Gleolan (tn)

41. Levulan (tn)

42. Ameluz (tn)

43. Nsc 18509

44. Ala Hcl

45. Ala-pdt

46. Levulinic Acid, 5-amino-, Hydrochloride

47. Unii-v35kbm8jgr

48. 5-amino-3-oxopentanoic Acid (hydrochloride)

49. 5-aminolevulinic Acid.hcl

50. Ala;5-ala

51. Pentanoic Acid, Hydrochloride

52. 5-amino-4-keto-valeric Acid

53. Schembl192308

54. Spectrum1504184

55. Chembl1200582

56. Dtxsid5045914

57. Chebi:132969

58. Hms1922f13

59. Pd-p-506-a

60. Pharmakon1600-01504184

61. 5 Ala Hcl (trivial Name)

62. Act05562

63. Bcp02161

64. Hy-n0305

65. Nsc18509

66. 5-amino Levulinic Acid Hydrochloride

67. Tox21_111426

68. Ccg-39079

69. Nsc758687

70. Akos015904495

71. Aminolevulinic Acid Hcl [inci]

72. Tox21_111426_1

73. Ac-4252

74. Bcp9000174

75. Gs-3020

76. Nsc-758687

77. 4-carboxy-2-oxobutan-1-aminium Chloride

78. 5-aminolevulinic Acid Hydrochloride, Gmp

79. Ncgc00095111-02

80. Ncgc00095111-03

81. Ncgc00178086-03

82. 5451-09-2 (hcl)

83. Sy017972

84. Db-005367

85. 5-aminolevulinic Acid Hydrochloride, >=98%

86. A0325

87. Am20100341

88. S2553

89. Sw218068-2

90. Aminolevulinic Acid Hydrochloride (jan/usan)

91. A-6100

92. A-6102

93. A-6103

94. A-6105

95. Aminolevulinic Acid Hydrochloride [jan]

96. D02908

97. Aminolevulinic Acid Hydrochloride [mart.]

98. 451a092

99. Aminolevulinic Acid Hydrochloride [usp-rs]

100. Aminolevulinic Acid Hydrochloride [who-dd]

101. .delta.-aminolevulinic Acid Hydrochloride [mi]

102. 5-aminolevulinic Acid Hydrochloride [ema Epar]

103. Aminolevulinic Acid Hydrochloride [orange Book]

104. Q27291473

105. Aminolevulinic Acid Hydrochloride [usp Monograph]

106. 0c1e43db-1221-4963-bfa4-18d3170000a4

107. 5-aminolevulinic Acid Hydrochloride, Particle Size < 0.25 Mm

108. Aminolevulinic Acid Hydrochloride Component Of Sonala001

109. Aminolevulinic Acid Hydrochloride Component Of Sonala-001

110. 5-aminolevulinic Acid Hydrochloride, Bioreagent, Suitable For Cell Culture, Powder, >=98%

111. Aminolevulinic Acid Hcl; Aminolevulinic Acid Hydrochloride;ala; 5-ala;aminolevulinic Acid

112. Aminolevulinic Acid Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-07-19

3 Chemical and Physical Properties

Molecular Formula	C₅H₁₀ClNO₃
Molecular Weight	167.59 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	167.0349209 g/mol
Monoisotopic Mass	167.0349209 g/mol
Topological Polar Surface Area	80.4 Å²
Heavy Atom Count	10
Formal Charge	0
Complexity	121
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	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Levulan
PubMed Health	Aminolevulinic Acid (On the skin)
Drug Classes	Photosensitizing Agent
Active Ingredient	Aminolevulinic acid hydrochloride
Dosage Form	Solution
Route	Topical
Strength	20%
Market Status	Prescription
Company	Dusa

2 of 2
Drug Name	Levulan
PubMed Health	Aminolevulinic Acid (On the skin)
Drug Classes	Photosensitizing Agent
Active Ingredient	Aminolevulinic acid hydrochloride
Dosage Form	Solution
Route	Topical
Strength	20%
Market Status	Prescription
Company	Dusa

4.2 Drug Indication

Treatment of actinic keratosis of mild to moderate severity on the face and scalp (Olsen grade 1 to 2; see section 5. 1) and of field cancer ization in adults.

Treatment of superficial and/or nodular basal cell carcinoma unsuitable for surgical treatment due to possible treatment-related morbidity and/or poor cosmetic outcome in adults.

Gliolan is indicated in adult patients for visualisation of malignant tissue during surgery for malignant glioma (World Health Organization grade III and IV).

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Photosensitizing Agents

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Optical Imaging Agent [EPC]; Porphyrin Precursor [EPC]; Porphyrinogens [CS]; Fluorescence Contrast Activity [MoA]; Porphyrin Precursor [EPC]

5.3 ATC Code

L01XD04