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Chemistry

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Also known as: 626-48-2, 2,4-dihydroxy-6-methylpyrimidine, 6-methylpyrimidine-2,4(1h,3h)-dione, Pseudothymine, 4-methyluracil, 6-methyl-1h-pyrimidine-2,4-dione
Molecular Formula
C5H6N2O2
Molecular Weight
126.11  g/mol
InChI Key
SHVCSCWHWMSGTE-UHFFFAOYSA-N
FDA UNII
5O052W0G6I

6-Methyluracil
1 2D Structure

6-Methyluracil

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
6-methyl-1H-pyrimidine-2,4-dione
2.1.2 InChI
InChI=1S/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
2.1.3 InChI Key
SHVCSCWHWMSGTE-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC(=O)NC(=O)N1
2.2 Other Identifiers
2.2.1 UNII
5O052W0G6I
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 6-methyluracil, 14c-labeled

2. Awd 23-15

3. Awd-23-15

4. Methacil

5. Methyluracil

6. Pseudothymine

2.3.2 Depositor-Supplied Synonyms

1. 626-48-2

2. 2,4-dihydroxy-6-methylpyrimidine

3. 6-methylpyrimidine-2,4(1h,3h)-dione

4. Pseudothymine

5. 4-methyluracil

6. 6-methyl-1h-pyrimidine-2,4-dione

7. 6-methyl-2,4(1h,3h)-pyrimidinedione

8. 6-methylpyrimidine-2,4-diol

9. 2,4(1h,3h)-pyrimidinedione, 6-methyl-

10. Uracil, 6-methyl-

11. 2,4-pyrimidinediol, 6-methyl-

12. 2(1h)-pyrimidinone, 4-hydroxy-6-methyl-

13. Nsc 9456

14. Awd 23-15

15. Mfcd00006028

16. Chebi:74733

17. Chembl1650614

18. 5o052w0g6i

19. Nsc-9456

20. 6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

21. Pseudothymine (van)

22. Hsdb 5508

23. Einecs 210-949-4

24. 24pyrimidinedione6methyl

25. Metacyl

26. Methacyl

27. Unii-5o052w0g6i

28. Ai3-25472

29. 4-(6)-methyluracil

30. Methyluracil, 4-

31. Wln: T6mvmvj F1

32. Dsstox_cid_30880

33. Dsstox_gsid_52308

34. Schembl60308

35. 6-methyluracil [mi]

36. 4-methyl-2.6-dioxypyrimidin

37. Methyluracil [who-dd]

38. 6-methylpyrimidine-2,4-dione

39. 6-methyluracil [hsdb]

40. Dtxsid8052308

41. Schembl21990343

42. 6-methyluracil, 97% (hplc)

43. Nsc9456

44. Hms1762e01

45. Zinc162484

46. 2,4-dihydroxy-6-methyl-pyrimidine

47. Act07641

48. Albb-022469

49. Bcp26951

50. Hy-y1125

51. Str00504

52. 2,3h)-pyrimidinedione, 6-methyl-

53. 2,4-dihydroxyl-6-methyl Pyrimidine

54. Tox21_304049

55. Bdbm50106396

56. Stl283926

57. Stl426163

58. 6-methyl-2,4(1h,3h)pyrimidinedione

59. Akos000120980

60. Akos002303990

61. Ac-2536

62. Am81337

63. Sb57748

64. Ncgc00357256-01

65. Bp-12331

66. Cas-626-48-2

67. Sy001859

68. 6-methyl-2,4(1h,3h)-pyrimidinedione #

69. Db-016105

70. Bb 0256780

71. Cs-0017143

72. Ft-0610121

73. M0454

74. A15712

75. D70607

76. 4-hydroxy-6-methyl-1,2-dihydro-pyrimidin-2-one

77. Ab-323/25048156

78. 1-boc-3-(2-fluoro-benzylamino)-piperidine

79. Q-200556

80. Q4161980

81. Z56871945

82. F0322-0043

83. 6mu

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 126.11 g/mol
Molecular Formula C5H6N2O2
XLogP3-0.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass126.042927438 g/mol
Monoisotopic Mass126.042927438 g/mol
Topological Polar Surface Area58.2 Ų
Heavy Atom Count9
Formal Charge0
Complexity195
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

Anti-ulcer Agents; Radiation-protective Agents; Adjuvants, Immunologic

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999


EXPTL USE: 4-METHYLURACIL (50 MG/KG/DAY) SHOWED SIGNIFICANT ANTIMETASTATIC EFFECTS WHEN ADMIN ORALLY TO RATS WITH LYMPHO- OR LYMPHOHEMATOGENIC METASTASES OF PLISS LYMPHOSARCOMA OR WALKER CARCINOSARCOMA FOR 3 DAYS BEFORE & AFTER LAPAROTOMY.

YAREMENKO KV; PREVENTION OF THE METASTATIC SPREAD OF TRANSPLANTED TUMORS BY PREPARATIONS WITH ANABOLIC PROPERTIES UNDER SURGICAL STRESS CONDITIONS; ONKOLOGIYA (KIEV) 4: 20 (1973)


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)


Radiation-Protective Agents

Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military. (See all compounds classified as Radiation-Protective Agents.)


Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)


5.2 Metabolism/Metabolites

UNCHANGED 6-METHYL-2-THIOURACIL (46% OF DOSE), 6-METHYLURACIL (9%), 6-METHYL-2-METHYLTHIOURACIL (2%), 6-METHYL-4-OXOPYRIMIDINE (2%), 2-AMINO-6-METHYL-4-OXOPYRIMIDINE (0.2%), & UREA (1%) WERE EXCRETED IN URINE OF RATS THAT HAD BEEN TREATED ORALLY WITH 6-METHYL-2-THIOURACIL.

The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 4: A Review of the Literature Published during 1974 and 1975. London: The Chemical Society, 1977., p. 153


...STUDIES INDICATED THE FORMATION OF FOUR VOLATILE SUBSTANCES AFTER IRRADIATION OF A 10 PPM AQ BROMACIL SOLN FOR 6 DAYS. THE MAJOR PRODUCT (37%) WAS 6-METHYLURACIL.

Menzie, C.M. Metabolism of Pesticides, Update II. U.S. Department of the Interior, Fish Wildlife Service, Special Scientific Report - Wildlife No. 2l2. Washington, DC: U.S. Government Printing Office, 1978., p. 288


A MIXED CULTURE OF PSEUDOMONAS SPECIES & PROACTINOMYCES RUBER UTILIZED 6-METHYLURACIL AS THE SOLE SOURCE OF CARBON & NITROGEN. 6-METHYLURACIL WAS OXIDATIVELY CONVERTED TO URACIL WHICH WAS SUBSEQUENTLY METABOLIZED TO BARBITURIC ACID & UREA.

ZVYAGINTSEVA IS, MAMULINA NS; OXIDATIVE METABOLISM OF 4 6-METHYLURACIL; IZV AKAD NAUK USSR, SER BIOL (6) 929 (1969)


API Reference Price

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23-Sep-2022
14-Oct-2024
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ABOUT THIS PAGE

6-Methyluracil Manufacturers

A 6-Methyluracil manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of 6-Methyluracil, including repackagers and relabelers. The FDA regulates 6-Methyluracil manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. 6-Methyluracil 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 6-Methyluracil manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

6-Methyluracil Suppliers

A 6-Methyluracil supplier is an individual or a company that provides 6-Methyluracil active pharmaceutical ingredient (API) or 6-Methyluracil finished formulations upon request. The 6-Methyluracil suppliers may include 6-Methyluracil API manufacturers, exporters, distributors and traders.

click here to find a list of 6-Methyluracil suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

6-Methyluracil WC

A 6-Methyluracil written confirmation (6-Methyluracil WC) is an official document issued by a regulatory agency to a 6-Methyluracil manufacturer, verifying that the manufacturing facility of a 6-Methyluracil active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting 6-Methyluracil APIs or 6-Methyluracil finished pharmaceutical products to another nation, regulatory agencies frequently require a 6-Methyluracil WC (written confirmation) as part of the regulatory process.

click here to find a list of 6-Methyluracil suppliers with Written Confirmation (WC) on PharmaCompass.

6-Methyluracil GMP

6-Methyluracil 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 6-Methyluracil 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 6-Methyluracil GMP manufacturer or 6-Methyluracil GMP API supplier for your needs.

6-Methyluracil CoA

A 6-Methyluracil CoA (Certificate of Analysis) is a formal document that attests to 6-Methyluracil's compliance with 6-Methyluracil specifications and serves as a tool for batch-level quality control.

6-Methyluracil CoA mostly includes findings from lab analyses of a specific batch. For each 6-Methyluracil 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.

6-Methyluracil may be tested according to a variety of international standards, such as European Pharmacopoeia (6-Methyluracil EP), 6-Methyluracil JP (Japanese Pharmacopeia) and the US Pharmacopoeia (6-Methyluracil 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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