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Chemistry

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Also known as: 78186-34-2, Bisantrene [inn], Bisantrenum [inn-latin], Bisantreno [inn-spanish], Nsc 337766, Bisantrene hydrochloride
Molecular Formula
C22H22N8
Molecular Weight
398.5  g/mol
InChI Key
NJSMWLQOCQIOPE-OCHFTUDZSA-N
FDA UNII
39C34M111K

Bisantrene
Bisantrene is an anthracenyl bishydrazone with antineoplastic activity. Bisantrene intercalates with and disrupts the configuration of DNA, resulting in DNA single-strand breaks, DNA-protein crosslinking, and inhibition of DNA replication. This agent is similar to doxorubicin in activity, but unlike doxorubicin, does not exhibit cardiotoxicity. (NCI04)
1 2D Structure

Bisantrene

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[(E)-[10-[(E)-(4,5-dihydro-1H-imidazol-2-ylhydrazinylidene)methyl]anthracen-9-yl]methylideneamino]-4,5-dihydro-1H-imidazol-2-amine
2.1.2 InChI
InChI=1S/C22H22N8/c1-2-6-16-15(5-1)19(13-27-29-21-23-9-10-24-21)17-7-3-4-8-18(17)20(16)14-28-30-22-25-11-12-26-22/h1-8,13-14H,9-12H2,(H2,23,24,29)(H2,25,26,30)/b27-13+,28-14+
2.1.3 InChI Key
NJSMWLQOCQIOPE-OCHFTUDZSA-N
2.1.4 Canonical SMILES
C1CN=C(N1)NN=CC2=C3C=CC=CC3=C(C4=CC=CC=C42)C=NNC5=NCCN5
2.1.5 Isomeric SMILES
C1NC(=NC1)N/N=C/C2=C3C(=C(C4=CC=CC=C24)/C=N/NC5=NCCN5)C=CC=C3
2.2 Other Identifiers
2.2.1 UNII
39C34M111K
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 9,10-anthracenedicarboxaldehyde Bis(4,5-dihydro-1h-imidazol-2-yl)hydrazone

2. Bisantrene Dihydrochloride

3. Cl 216942

4. Cl216,942

5. Nsc 337766

2.3.2 Depositor-Supplied Synonyms

1. 78186-34-2

2. Bisantrene [inn]

3. Bisantrenum [inn-latin]

4. Bisantreno [inn-spanish]

5. Nsc 337766

6. Bisantrene Hydrochloride

7. Brn 0966309

8. Bisantrenum

9. Cl 216942

10. Chembl25336

11. Unii-39c34m111k

12. 39c34m111k

13. Bisantrene Hcl

14. N-[(e)-[10-[(e)-(4,5-dihydro-1h-imidazol-2-ylhydrazinylidene)methyl]anthracen-9-yl]methylideneamino]-4,5-dihydro-1h-imidazol-2-amine

15. 9,10-anthracendicarbaldehyde Bis(2-imidazolin-2-ylhydrazon)

16. 9,10-bis((2-(4,5-dihydro-1h-imidazol-2-yl)hydrazono)methyl)anthracene

17. 9,10-anthracenedicarboxaldehyde, Bis((4,5-dihydro-1h-imidazol-2-yl)hydrazone)

18. Nsc-337766

19. 9,10-anthracenedicarboxaldehyde Bis(2-imidazolin-2-ylhydrazone)

20. 9,10-bis(2-(4,5-dihydro-1h-imidazol-2-yl)hydrazono)methyl)anthracene

21. C22h22n8.2clh

22. C22-h22-n8.2cl-h

23. Nsc337766

24. 71439-68-4

25. 9,10-anthracenedicarboxaldehyde, Bis((4,5-dihydro-1h-imidazol-2-yl)hydrazone)-

26. Cl216942

27. Bisantrene [mi]

28. Cl216,942

29. 9,10-anthracenedicarboxaldehyde, Bis(4,5-dihydro-1h-imidazol-2-yl Hydrazone),dihydrochloride

30. Bisantrene [who-dd]

31. Schembl8906393

32. 9,10-anthracenedicarboxaldehyde Bis[(4,5-dihydro-1h-imidazol-2-yl)hydrazone]

33. 9,10-bis((e)-(2-(4,5-dihydro-1h-imidazol-2-yl)hydrazono)methyl)anthracene

34. Ex-a2382

35. Bdbm50060768

36. Ccg-35603

37. 9,10-anthracenedicarboxaldehyde Bis(4,5-dihydro-1h-imidazol-2-yl)hydrazone

38. Cs-6132

39. Ac-35847

40. As-75775

41. Ls-20289

42. N-[(e)-[10-[(e)-(4,5-dihydro-1h-imidazol-2-ylhydrazono)methyl]-9-anthryl]methyleneamino]-4,5-dihydro-1h-imidazol-2-amine

43. Hy-100875

44. Brd-k64298650-300-01-5

45. 9,10-anthracenedicarboxaldehyde Bis(2-imidazolin-2-yl-hydrazone)

46. 9,10-anthracenedicarbaldehyde Bis(4,5-dihydro-1h-imidazol-2-ylhydrazone)

47. Anthracene-9,10 Bis-carbaldehyde 4,5-dihydro-1h-imidazol-2-ylhydrazone

48. 9,10-anthracenedicarboxaldehyde Bis[(4,5-dihydro-1h-imidazol-2yl)hydrazone)

49. 9,10-anthracenedicarboxaldehyde, Bis(4,5-dihydro-1h-imidazol-2-ylhydrazone),dihydrochloride

50. N-anthracen-9-yl Methylene N''-[(bis)4,5-dihydro-1h-imidazole-2-yl)-hydrazine

51. N-anthracen-bis-9,10-ylmethylene-n''-(4,5-dihydro-1h-imidazol-2-yl)-hydrazine(bisantrene)

52. 10-imino(4,5-dihydro-1h-2-imidazolamine)methyl-9-anthrylmethan-(4,5-dihydro-1h-2-imidazolamine)imine

53. X N-4,5-dihydro-1h-2-imidazolamine-10-iminomethyl-9-anthrylmethanimine-4,5-dihydro-1h-2-imidazolamine (bisantrene)

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 398.5 g/mol
Molecular Formula C22H22N8
XLogP31.9
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count6
Exact Mass g/mol
Monoisotopic Mass g/mol
Topological Polar Surface Area97.6
Heavy Atom Count30
Formal Charge0
Complexity630
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antibiotics, Antineoplastic

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)


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Looking for 78186-34-2 / Bisantrene API manufacturers, exporters & distributors?

Bisantrene manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Bisantrene API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Bisantrene manufacturer or Bisantrene supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Bisantrene manufacturer or Bisantrene supplier.

PharmaCompass also assists you with knowing the Bisantrene API Price utilized in the formulation of products. Bisantrene API Price is not always fixed or binding as the Bisantrene Price is obtained through a variety of data sources. The Bisantrene Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Bisantrene

Synonyms

78186-34-2, Bisantrene [inn], Bisantrenum [inn-latin], Bisantreno [inn-spanish], Nsc 337766, Bisantrene hydrochloride

Cas Number

78186-34-2

Unique Ingredient Identifier (UNII)

39C34M111K

About Bisantrene

Bisantrene is an anthracenyl bishydrazone with antineoplastic activity. Bisantrene intercalates with and disrupts the configuration of DNA, resulting in DNA single-strand breaks, DNA-protein crosslinking, and inhibition of DNA replication. This agent is similar to doxorubicin in activity, but unlike doxorubicin, does not exhibit cardiotoxicity. (NCI04)

Bisantrene Manufacturers

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

Bisantrene Suppliers

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

Bisantrene GMP

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

Bisantrene CoA

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

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

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