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Chemistry

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Also known as: 127-19-5, Dimethylacetamide, Acetamide, n,n-dimethyl-, Dmac, Acetdimethylamide, Dimethyl acetamide
Molecular Formula
C4H9NO
Molecular Weight
87.12  g/mol
InChI Key
FXHOOIRPVKKKFG-UHFFFAOYSA-N
FDA UNII
JCV5VDB3HY

N,N-Dimethylacetamide
N,N-Dimethylacetamide is a dipolar aprotic solvent and reagent that may be used in the production of fibers and pharmaceuticals, and as a non-aldehyde fixative.
1 2D Structure

N,N-Dimethylacetamide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N,N-dimethylacetamide
2.1.2 InChI
InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3
2.1.3 InChI Key
FXHOOIRPVKKKFG-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)N(C)C
2.2 Other Identifiers
2.2.1 UNII
JCV5VDB3HY
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dimethylacetamide

2.3.2 Depositor-Supplied Synonyms

1. 127-19-5

2. Dimethylacetamide

3. Acetamide, N,n-dimethyl-

4. Dmac

5. Acetdimethylamide

6. Dimethyl Acetamide

7. N,n-dimethyl Acetamide

8. Dimethylamide Acetate

9. N,n-dimethylethanamide

10. Acetic Acid, Dimethylamide

11. Dimethylacetone Amide

12. Nsc 3138

13. N.n-dimethylacetamide

14. Hallucinogen

15. Cbc 510337

16. Sk 7176

17. Dimethylamid Kyseliny Octove

18. Mfcd00008686

19. Acetyl Dimethylamine

20. U-5954

21. N, N-dimethylacetamide

22. N,n-dimethyl-acetamide

23. Jcv5vdb3hy

24. Dtxsid5020499

25. Chebi:84254

26. Nsc-3138

27. Dsstox_cid_499

28. Acetyldimethylamine

29. Dsstox_rid_75625

30. Dsstox_gsid_20499

31. Cas-127-19-5

32. Hsdb 74

33. Ccris 4623

34. N,n-dimethylacetoamide

35. Unii-jcv5vdb3hy

36. Acetic Acid Dimethylamide

37. Dimethylamid Kyseliny Octove [czech]

38. Einecs 204-826-4

39. Dimethyacetamide

40. Dimethylactamide

41. N,n-dimethylacetamide Solution

42. Dimethylacteamide

43. Ai3-15276

44. Trimethylformamide

45. Dimeihyl Acetamide

46. Dimethyl-acetamide

47. N-dimethylacetamide

48. N,n-dimethyacetamide

49. N,n-dimethylactamide

50. N-acetyldimethylamine

51. N,n Dimethylacetamide

52. N,n,-dimethylacetamide

53. N,-n-dimethylacetamide

54. N,n -dimethylacetamide

55. N,n-di-methylacetamide

56. N,n-dimethylacet-amide

57. N, N-dimethylacetoamide

58. N,n-dimethyl Acetoamide

59. Dmac, Dimethylacetamide

60. N,n,-dimethyl-acetamide

61. Acetic Acid-dimethylamide

62. N,n-dimethyl- Acetamide

63. Ec 204-826-4

64. N,n-dimethylacetamide Solution (40% Or Less)

65. N,n-dimethyl-n-acetylamine

66. Ch3con(ch3)2

67. N, N-dimethylacetamide, Ep

68. Chembl11873

69. N,n-dimethylacetamide, >=99%

70. N,n-dimethylacetamide, Anhydrous

71. Dimethylacetamide [mart.]

72. Nsc3138

73. N,n-dimethylacetamide [ii]

74. N,n-dimethylacetamide [mi]

75. Wln: 1vn1 & 1

76. N,n-dimethylacetamide, Hplc Grade

77. Zinc1666602

78. Tox21_202174

79. Tox21_302787

80. N,n-dimethylacetamide [hsdb]

81. Nsc820333

82. Stl482892

83. N,n-dimethylacetamide [vandf]

84. Acetic Acid,amide,n,n-dimethyl

85. Akos000118789

86. N,n-dimethylacetamide-1,2-[13c2]

87. Cs-w023195

88. Hy-w042416

89. N,n-dimethylacetamide [usp-rs]

90. Nsc-820333

91. Dimethylacetamide [ep Monograph]

92. N,n-dimethylacetamide, P.a., 99.5%

93. N,n-dimethylacetamide, Ar, >=99.5%

94. Ncgc00159401-02

95. Ncgc00159401-03

96. Ncgc00256375-01

97. Ncgc00259723-01

98. Bp-31151

99. N,n-dimethylacetamide, Saj Special Grade

100. N,n-dimethylacetamide, Analytical Standard

101. N,n-dimethylacetamide, Anhydrous, 99.8%

102. Db-041302

103. D0641

104. Ft-0629514

105. Ft-0642826

106. N,n-dimethylacetamide, For Hplc, >=99.7%

107. N,n-dimethylacetamide, For Hplc, >=99.9%

108. N,n-dimethylacetamide, Reagentplus(r), 99%

109. C20339

110. N,n-dimethylacetamide, Reagentplus(r), >=99%

111. Q411452

112. Residual Solvent Class 2 - N,n-dimethylacetamide

113. N,n-dimethylacetamide, Saj First Grade, >=99.0%

114. N,n-dimethylacetamide, Uv Hplc Spectroscopic, 99%

115. W-108388

116. N,n-dimethylacetamide, Anhydrous, Zero2(tm), 99.8%

117. N,n-dimethylacetamide, Vetec(tm) Reagent Grade, 98%

118. Z32014266

119. Acetic Acid-dimethylamide 100 Microg/ml In Acetonitrile

120. F0001-0392

121. N,n-dimethylacetamide, Puriss. P.a., >=99.5% (gc)

122. N,n-dimethylacetamide, Spectrophotometric Grade, >=99%

123. Acetic Acid-dimethylamide 1000 Microg/ml In Acetonitrile

124. N,n-dimethylacetamide, For Peptide Synthesis, >=99.8% (gc)

125. 5y9

126. N,n-dimethylacetamide, Pharmagrade, Manufactured Under Appropriate Gmp Controls For Pharma And Biopharmaceutical Production., Ph Eur

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 87.12 g/mol
Molecular Formula C4H9NO
XLogP3-0.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass87.068413911 g/mol
Monoisotopic Mass87.068413911 g/mol
Topological Polar Surface Area20.3 Ų
Heavy Atom Count6
Formal Charge0
Complexity58.6
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Commercial solvent tested as a parenteral drug vehicle and as an antitumor agent.

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. II-200


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Cryoprotective Agents

Substances that provide protection against the harmful effects of freezing temperatures. (See all compounds classified as Cryoprotective Agents.)


5.2 Absorption, Distribution and Excretion

/N,N-DIMETHYLACETAMIDE/ ... READILY ABSORBED THROUGH SKIN ... .

Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1834


N,N-dimethylacetamide is rapidly absorbed through biological membranes.

PMID:3530639 Kennedy GL Jr; Crit Rev Toxicol 17 (2): 129-82 (1986)


No correlation between personal airborne exposure and excretion of mono-methylacetamide in urine was detected during a full workshift (5 days). Most (n = 6) workers studied (n = 8) excreted about 13% of the calculated inhaled dose as metabolite in urine.

PMID:3681500 Borm PJ et al; J Occup Med 29 (11): 898-903 (1987)


DMAC is readily absorbed in man after oral, dermal, or inhalation exposure. ... About 2% of a dose of dimethylacetamide is recovered in the urine as MMAC /N-methylacetamide/ after inhalation; 10% is recovered after inhalation plus skin exposure. Exposure to 10 ppm of DMAC results in complete excretion of MMAC with in 30 hr. Maximal concns of 45 & 100 ppm (mg/L) of MMAC in the urine are found in subjects exposed both by inhalation & skin. In workers continuously exposed to DMAC vapor (inhalation plus skin) & subjected to DMAC airborne levels of 6-22 ppm ..., about 13.5% of the estimated dose is excreted as MMAC in the urine. Some workers may excrete about 30% of a dose as MMAC.

Ellenhorn, M.J., S. Schonwald, G. Ordog, J. Wasserberger. Ellenhorn's Medical Toxicology: Diagnosis and Treatment of Human Poisoning. 2nd ed. Baltimore, MD: Williams and Wilkins, 1997., p. 1673


For more Absorption, Distribution and Excretion (Complete) data for N,N-DIMETHYLACETAMIDE (7 total), please visit the HSDB record page.


5.3 Metabolism/Metabolites

N-DEMETHYLATION OF ... DIMETHYLACETAMIDE OCCURRED IN RAT, RESPECTIVE MONOMETHYLAMIDES APPEARING IN URINE ... IN THE CASE OF DIMETHYLACETAMIDE WAS DIDEMETHYLATED PRODUCT, ACETAMIDE, ALSO FOUND.

The Chemical Society. Foreign Compound Metabolism in Mammals Volume 3. London: The Chemical Society, 1975., p. 429


ANALYSIS OF HUMAN URINE AFTER OCCUPATIONAL EXPOSURE TO DIMETHYLACETAMIDE SHOWS N-METHYLACETAMINE. /FROM TABLE/

Doull, J., C.D. Klaassen, and M. D. Amdur (eds.). Casarett and Doull's Toxicology. 2nd ed. New York: Macmillan Publishing Co., 1980., p. 707


Gas chromatographic analysis of the urine of rats which had received dimethylacetamide by the subcutaneous route indicated the presence of N-methyl-acetamide and acetamide. Both metabolites were also found ... in incubation mixtures of dimethylacetamide with rat liver homogenate. N-Methylacetamide was detected in the urine of human volunteers who had inhaled dimethylacetamide or absorbed dimethylacetamide vapor through the skin. Measurement of the amount of the metabolite N-methylacetamide excreted by individuals exposed to dimethylacetamide vapors with or without face masks which allowed the inhalation of air free of dimethylacetamide indicated that more dimethylacetamide was absorbed through the lung than through the skin. ... Only 2-10% of the amount of dimethylacetamide inhaled was recovered in the urine in the form of N-methylacetamide. It has been suggested that the major urinary metabolite of the analogous dimethylformamide is N-(hydroxymethyl)-N-methylformamide and not N-methylformamide, since the carbinolamide decomposes on the gas chromatography column (to N-methylformamide) but is relatively stable in aqueous solution. In analogy, it would be logical to assume that the N-methylacetamide found in the urine after exposure to dimethylacetamide really arose from chemical breakdown of N-(hydroxymethyl)-N-methylacetamide during the analytical process.

Snyder, R. (ed.). Ethel Browning's Toxicity and Metabolism of Industrial Solvents. 2nd ed. Volume II: Nitrogen and Phosphorus Solvents. Amsterdam-New York-Oxford: Elsevier, 1990., p. 144


N,N-dimethylacetamide is metabolized by demethylation first to monomethyl derivatives and then to the parent acetamide.

PMID:3530639 Kennedy GL Jr; Crit Rev Toxicol 17 (2): 129-82 (1986)


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08-Jan-2021
18-Oct-2024
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ABOUT THIS PAGE

N,N-Dimethylacetamide Manufacturers

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

click here to find a list of N,N-Dimethylacetamide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

N,N-Dimethylacetamide Suppliers

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

click here to find a list of N,N-Dimethylacetamide suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

N,N-Dimethylacetamide USDMF

A N,N-Dimethylacetamide DMF (Drug Master File) is a document detailing the whole manufacturing process of N,N-Dimethylacetamide active pharmaceutical ingredient (API) in detail. Different forms of N,N-Dimethylacetamide DMFs exist exist since differing nations have different regulations, such as N,N-Dimethylacetamide USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A N,N-Dimethylacetamide DMF submitted to regulatory agencies in the US is known as a USDMF. N,N-Dimethylacetamide USDMF includes data on N,N-Dimethylacetamide's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The N,N-Dimethylacetamide USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of N,N-Dimethylacetamide suppliers with USDMF on PharmaCompass.

N,N-Dimethylacetamide GMP

N,N-Dimethylacetamide 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 N,N-Dimethylacetamide 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 N,N-Dimethylacetamide GMP manufacturer or N,N-Dimethylacetamide GMP API supplier for your needs.

N,N-Dimethylacetamide CoA

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

N,N-Dimethylacetamide CoA mostly includes findings from lab analyses of a specific batch. For each N,N-Dimethylacetamide 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.

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