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Chemistry

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Also known as: 2,4-pentanedione, Pentane-2,4-dione, 123-54-6, Acetoacetone, 2,4-pentadione, Diacetylmethane
Molecular Formula
C5H8O2
Molecular Weight
100.12  g/mol
InChI Key
YRKCREAYFQTBPV-UHFFFAOYSA-N
FDA UNII
46R950BP4J

Acetylacetone
1 2D Structure

Acetylacetone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
pentane-2,4-dione
2.1.2 InChI
InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3
2.1.3 InChI Key
YRKCREAYFQTBPV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)CC(=O)C
2.2 Other Identifiers
2.2.1 UNII
46R950BP4J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2,4-pentanedione

2. Indium-111-acetylacetone

2.3.2 Depositor-Supplied Synonyms

1. 2,4-pentanedione

2. Pentane-2,4-dione

3. 123-54-6

4. Acetoacetone

5. 2,4-pentadione

6. Diacetylmethane

7. Acac

8. 2,4-dioxopentane

9. Acetyl Acetone

10. Pentanedione

11. Pentan-2,4-dione

12. Pentanedione-2,4

13. Acetyl 2-propanone

14. Acetone, Acetyl-

15. Hacac

16. 2-propanone, Acetyl-

17. 2,4-pentandione

18. Acetylaceton

19. Acetyl-acetone

20. Nsc 5575

21. Ch3coch2coch3

22. Benzil-related Compound, 44

23. Ch3-co-ch2-co-ch3

24. Chebi:14750

25. 46r950bp4j

26. Nsc-5575

27. Ccris 3466

28. Hsdb 2064

29. 14024-62-5

30. Einecs 204-634-0

31. Un2310

32. Brn 0741937

33. Unii-46r950bp4j

34. Ai3-02266

35. Pentane-2

36. Pentan-2

37. 2,4 Pentanedione

38. 2.4-pentanedione

39. Pentane2,4-dione

40. 2,4-diketopentane

41. Acetyl-2-propanone

42. 2, 4-pentanedione

43. 2,4-pentane Dione

44. 2,4-pentane-dione

45. Mfcd00008787

46. Acetylacetone Enol

47. Dsstox_cid_1979

48. Acetylacetone [mi]

49. 1-methylbutane-1,3-dione

50. Ec 204-634-0

51. Schembl1608

52. Dsstox_rid_76439

53. Nciopen2_000702

54. Dsstox_gsid_21979

55. 4-01-00-03662 (beilstein Handbook Reference)

56. 81235-32-7

57. Pentane-2,4-dione [un2310] [flammable Liquid]

58. Acetyl Acetone [hsdb]

59. Chembl191625

60. Wln: 1v1v1

61. Dtxsid4021979

62. Acetylacetone;pentane-2,4-dione

63. Bdbm22766

64. Nsc5575

65. Acetylacetone, Analytical Standard

66. Bcp31333

67. Str00020

68. Zinc4720638

69. Tox21_200414

70. Lmfa12000075

71. 2,4-pentadione, Acac, Acetylacetone

72. Akos000118994

73. Un 2310

74. Acetylacetone, Reagentplus(r), >=99%

75. Ncgc00248599-01

76. Ncgc00257968-01

77. Bp-30252

78. Cas-123-54-6

79. Acetylacetone, Jis Special Grade, >=99%

80. Db-020012

81. Ds-002710

82. Ft-0610237

83. Ft-0622988

84. P0052

85. Q413447

86. J-507260

87. Pentane-2,4-dione [un2310] [flammable Liquid]

88. F1908-0168

89. Acetylacetone, Produced By Wacker Chemie Ag, Burghausen, Germany, >=99.5% (gc)

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 100.12 g/mol
Molecular Formula C5H8O2
XLogP30.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass100.052429494 g/mol
Monoisotopic Mass100.052429494 g/mol
Topological Polar Surface Area34.1 Ų
Heavy Atom Count7
Formal Charge0
Complexity82.3
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

2,4-Pentanedione (2,4-PD; CAS No. 123-54-6) ... was investigated for its comparative pharmacokinetics in male Fischer 344 rats by a single intravenous (i.v.) injection of (4.3, 43, 148.5, and 430 mg/kg), or a 6-hr nose-only inhalation exposure (400 ppm) to (14)C-2,4-PD. For the i.v. route, the plasma concentration of (14)C-2,4-PD-derived radioactivity declined in a biexponential fashion. The overall form of the (14)C plasma concentration-time curves and derived pharmacokinetic parameters indicated that dose-linear kinetics occurred in the i.v. dose range 4.3-148.5 mg/kg, but not with 430 mg/kg. Metabolism of 2,4-PD was rapid to undetectable after 8 hr. (14)C-2,4-PD derived radioactivity was eliminated mainly as (14)CO2 and in urine. For the 4.3, 43 and 148.5 mg/kg doses (14)CO2 elimination was relatively constant (36.8, 38.8 and 42.3% in 48 hr samples respectively) and greater than urinary excretion (17.9, 14.3 and 29.6%; 48 hr specimens). At 430 mg/kg i.v. there was a reversal of the excretion pattern, with urine (14)C excretion (54.7%) becoming greater than that for (14)CO2 (27.3%). Excretion in expired volatiles and feces was small. Radiochromatograms of urine showed free 2,4-PD in the 12 hr sample, together with 7 other metabolites. Free 2,4-PD and 6 of the metabolites decreased or were not detectable in a 24 or 48 hr urine sample, but one peak (retention 7.9 min) increased progressively to become the major fraction (97%). Nose-only exposure to 400 ppm (14)C-2, 4-PD produced a mean decrease in breathing rate of 20.1%, which was constant and sustained throughout exposure, due to a lengthening of the expiratory phase of the respiratory cycle. (14)C-2,4-PD was rapidly absorbed during the first 3 hr of exposure, then began to plateau, but did not reach a steady state. Postexposure elimination of (14)C from plasma followed a biexponential form with a t1/2 for the terminal disposition phase of 30.72 hr. ... Postexposure, plasma unmetabolized 2,4-PD declined rapidly to undetectable concentrations by 12 hr. Radiolabel excretion was approximately equivalent in urine (37.6%) and expired (14)CO2 (36.3%). Urine radiochromatograms showed a minor 2,4-PD contaminant (0.6-5.9% over 48 hr), along with 7 other peaks probably representing metabolites. The major metabolite peak was at 7.8 min retention, increasing from 41.1% (12 hr) to 62.8% (48 hr). Immediately postexposure, radioactivity was present in all tissues examined, but on a concentration basis (microgram equiv/g) there was no preferential accumulation of (14)C in any tissue or organ. ...

PMID:9569447 Frantz SW et al; Toxicol Ind health 14 (3): 413-28 (1998)


4.2 Biological Half-Life

About 10.75 hours in rats; [ACGIH]

ACGIH - Documentation of the TLVs and BEIs, 7th Ed. Cincinnati: ACGIH Worldwide, 2020.


ABOUT THIS PAGE

Acetylacetone Manufacturers

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

Acetylacetone Suppliers

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

Acetylacetone GMP

Acetylacetone 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 Acetylacetone 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 Acetylacetone GMP manufacturer or Acetylacetone GMP API supplier for your needs.

Acetylacetone CoA

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

Acetylacetone CoA mostly includes findings from lab analyses of a specific batch. For each Acetylacetone 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.

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