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6-Thio-2-Deoxyguanosine

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33 Drugs in Development

Synopsis

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Chemistry

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Also known as: 789-61-7, 6-thio-dg, Tgdr, Thioguanine deoxyriboside, 6-thio-2'-deoxyguanosine, 2'-deoxy-6-thioguanosine

Molecular Formula

C₁₀H₁₃N₅O₃S

Molecular Weight

283.31 g/mol

InChI Key

SCVJRXQHFJXZFZ-KVQBGUIXSA-N

FDA UNII

KR0RFB46DF

Beta-Thioguanine Deoxyriboside is a thiopurine nucleoside derivative with antineoplastic activity. After conversion to the triphosphate, beta-thioguanine deoxyriboside is incorporated into DNA, resulting in inhibition of DNA replication. This agent is cytotoxic against leukemia cell lines and has demonstrated some activity against leukemia cells in vivo. Beta-thioguanine deoxyriboside demonstrates antineoplastic activity against 6-thioguanine-resistant tumor cells. (NCI04)

1 2D Structure

6-Thio-2-Deoxyguanosine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione

2.1.2 InChI

InChI=1S/C10H13N5O3S/c11-10-13-8-7(9(19)14-10)12-3-15(8)6-1-4(17)5(2-16)18-6/h3-6,16-17H,1-2H2,(H3,11,13,14,19)/t4-,5+,6+/m0/s1

2.1.3 InChI Key

SCVJRXQHFJXZFZ-KVQBGUIXSA-N

2.1.4 Canonical SMILES

C1C(C(OC1N2C=NC3=C2NC(=NC3=S)N)CO)O

2.1.5 Isomeric SMILES

C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2NC(=NC3=S)N)CO)O

2.2 Other Identifiers

2.2.1 UNII

KR0RFB46DF

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2'-deoxy-6-thioguanosine

2. Beta-2'-deoxythioguanosine

3. Beta-2'-deoxythioguanosine Mono-hydrate

4. Beta-thioguanine Deoxyriboside

2.3.2 Depositor-Supplied Synonyms

1. 789-61-7

2. 6-thio-dg

3. Tgdr

4. Thioguanine Deoxyriboside

5. 6-thio-2'-deoxyguanosine

6. 2'-deoxy-6-thioguanosine

7. Beta-2'-deoxythioguanosine

8. 2'-desoxy-6-thioguanosine

9. 6-mercaptoguaninedeoxyriboside

10. Kr0rfb46df

11. Beta-thioguanidine Deoxyriboside

12. Beta-thioguanine Deoxyriboside

13. 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione

14. Beta-2'-deoxy-6-thioguanosine Monohydrate

15. Guanosine, 2'-deoxy-6-thio-

16. B-tgdr

17. 2'deoxy-6-thioguanosine

18. Thio

19. 2'-deoxy-6-thio Guanosine

20. Beta-2'-deoxythiol Guanosine

21. Ccris 195

22. Nsc71261

23. Nsc-71261

24. Thioguanine Deoxyriboside (van)

25. Thiodeoxyguanosine

26. Hsdb 7074

27. Beta-tgdr

28. 2-amino-9-(2-deoxy-beta-d-erythro-pentofuranosyl)-1,9-dihydro-6h-purine-6-thione

29. Nci-c01581

30. Thioguanine 9betad-2'-deoxyriboside

31. Brn 1224220

32. 6-thio-dg;

33. A-tgdr

34. Unii-kr0rfb46df

35. Schembl531274

36. Beta-thioguanosine Deoxyriboside

37. Schembl9634767

38. Chembl3250476

39. Dtxsid4021345

40. Mfcd00672275

41. S7757

42. Zinc17969618

43. Ccg-267279

44. Ac-32335

45. Hy-18762

46. Cs-0014289

47. 6-thio-2 Inverted Exclamation Marka-deoxyguanosine

48. 2-amino-9-(2-deoxy-.beta.-d-erythro-pentofuranosyl)-6-mercaptopurine

49. 2-amino-9-(2-deoxy-.beta.-d-erythropentofuranosyl)-9h-purine-6(1h)-thione

50. 9h-purine-6(1h)-thione, 2-amino-9-(2-deoxy-beta-d-erythro-pentofuranosyl)-

51. 2-amino-9-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1h-purine-6(9h)-thione

52. 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1h-purine-6-thione

53. 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1h-purine-6-thione

54. 30241-92-0

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₃N₅O₃S
Molecular Weight	283.31 g/mol
XLogP3	-0.8
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Exact Mass	283.07391047 g/mol
Monoisotopic Mass	283.07391047 g/mol
Topological Polar Surface Area	150 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	420
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Therapeutic Uses

STUDIES SUGGEST THAT BETA-TGDR IS A LATENT FORM OF TG. SINCE RESISTANCE TO ANTILEUKEMIC AGENT 6-THIOGUANINE INEVITABLY DEVELOPS IN ANIMAL TUMORS, THIS NEW AGENT BETA-TGDR IS OF POTENTIAL CLINICAL USE.

LU K ET AL; PHARMACOKINETICS AND METABOLISM OF BETA-2'-DEOXYTHIOGUANOSINE AND 6-THIOGUANINE IN MAN; CANCER CHEMOTHER PHARMACOL 8 (1): 119-23 (1982)

5 Pharmacology and Biochemistry

5.1 Metabolism/Metabolites

THE PHARMACOKINETICS OF RADIOLABELED 6-THIOGUANINE (TG) WERE COMPARED WITH THAT OF BETA-2'-DEOXYTHIOGUANOSINE (BETA-TGDR) AFTER IV ADMIN. URINARY EXCRETION OF THE RADIOLABEL WAS 75% OF THE DOSE 24 HR AFTER ADMIN. BOTH THIOPURINES WERE RAPIDLY & EXTENSIVELY DEGRADED & EXCRETED AS 6-THIOXANTHINE, INORGANIC SULFATE, S-METHYL-6-THIOXANTHINE, & 6-THIOURIC ACID IN ADDITION TO OTHER PRODUCTS. SMALL AMOUNTS OF UNCHANGED DRUG WERE ALSO EXCRETED. STUDIES SUGGEST THAT BETA-TGDR IS A LATENT FORM OF TG. SINCE RESISTANCE TO ANTILEUKEMIC AGENT 6-THIOGUANINE INEVITABLY DEVELOPS IN ANIMAL TUMORS, THIS NEW AGENT BETA-TGDR IS OF POTENTIAL CLINICAL USE.

LU K ET AL; PHARMACOKINETICS AND METABOLISM OF BETA-2'-DEOXYTHIOGUANOSINE AND 6-THIOGUANINE IN MAN; CANCER CHEMOTHER PHARMACOL 8 (1): 119-23 (1982)

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ABOUT THIS PAGE

6-Thio-2-Deoxyguanosine Manufacturers

A 6-Thio-2-Deoxyguanosine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of 6-Thio-2-Deoxyguanosine, including repackagers and relabelers. The FDA regulates 6-Thio-2-Deoxyguanosine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. 6-Thio-2-Deoxyguanosine API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

6-Thio-2-Deoxyguanosine Suppliers

A 6-Thio-2-Deoxyguanosine supplier is an individual or a company that provides 6-Thio-2-Deoxyguanosine active pharmaceutical ingredient (API) or 6-Thio-2-Deoxyguanosine finished formulations upon request. The 6-Thio-2-Deoxyguanosine suppliers may include 6-Thio-2-Deoxyguanosine API manufacturers, exporters, distributors and traders.

6-Thio-2-Deoxyguanosine GMP

6-Thio-2-Deoxyguanosine 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-Thio-2-Deoxyguanosine 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-Thio-2-Deoxyguanosine GMP manufacturer or 6-Thio-2-Deoxyguanosine GMP API supplier for your needs.

6-Thio-2-Deoxyguanosine CoA

A 6-Thio-2-Deoxyguanosine CoA (Certificate of Analysis) is a formal document that attests to 6-Thio-2-Deoxyguanosine's compliance with 6-Thio-2-Deoxyguanosine specifications and serves as a tool for batch-level quality control.

6-Thio-2-Deoxyguanosine CoA mostly includes findings from lab analyses of a specific batch. For each 6-Thio-2-Deoxyguanosine 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-Thio-2-Deoxyguanosine may be tested according to a variety of international standards, such as European Pharmacopoeia (6-Thio-2-Deoxyguanosine EP), 6-Thio-2-Deoxyguanosine JP (Japanese Pharmacopeia) and the US Pharmacopoeia (6-Thio-2-Deoxyguanosine 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.