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Chemistry

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Also known as: Berubicin hcl, Wp744, Berubicin hydrochloride [usan], Rta 744, Wp-744, 293736-67-1
Molecular Formula
C34H36ClNO11
Molecular Weight
670.1  g/mol
InChI Key
GPMIHHFZKBVWAZ-LMMKTYIZSA-N
FDA UNII
7BA3X03948

Berubicin Hydrochloride
Berubicin Hydrochloride is the hydrochloride salt of the anthracycline derivative berubicin with potential antineoplastic activity. Berubicin intercalates into DNA and interrupts topoisomerase II activity, resulting in the inhibition of DNA replication and repair, and RNA and protein synthesis. Unlike other anthracycline derivatives, this agent crosses the blood-brain barrier (BBB).
1 2D Structure

Berubicin Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride
2.1.2 InChI
InChI=1S/C34H35NO11.ClH/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40;/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3;1H/t16-,20-,22-,24-,33+,34-;/m0./s1
2.1.3 InChI Key
GPMIHHFZKBVWAZ-LMMKTYIZSA-N
2.1.4 Canonical SMILES
CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OCC6=CC=CC=C6.Cl
2.1.5 Isomeric SMILES
C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)OCC6=CC=CC=C6.Cl
2.2 Other Identifiers
2.2.1 UNII
7BA3X03948
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Rta744

2. Wp 744

3. Wp-744

4. Wp744 Cpd

2.3.2 Depositor-Supplied Synonyms

1. Berubicin Hcl

2. Wp744

3. Berubicin Hydrochloride [usan]

4. Rta 744

5. Wp-744

6. 293736-67-1

7. Rta-744

8. 7ba3x03948

9. Berubicin Hydrochloride (usan)

10. Unii-7ba3x03948

11. Wp 744

12. Chembl2103796

13. Dtxsid10951913

14. Berubicin Hydrochloride [who-dd]

15. 293736-67-1 (hcl)

16. D08871

17. Q27268015

18. (7s,9s)-7-[(2r,4s,5s,6s)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione;hydrochloride

19. (8s,10s)-10-(((2r,4s,5s,6s)-4-amino-5-(benzyloxy)-6-methyltetrahydro-2h-pyran-2-yl)oxy)-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride

20. (8s,10s)-10-(((2r,4s,5s,6s)-4-amino-5-(benzyloxy)-6-methyltetrahydro-2h-pyran-2-yl)oxy)-8-glycoloyl-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione Hydrochloride

21. (8s,10s)-10-((3-amino-4-o-benzyl-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)- 6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene- 5,12-dione Hydrochloride

22. 3,5,12-trihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-4-o-benzyl-2,3,6-trideoxyhexopyranoside--hydrogen Chloride (1/1)

23. 5,12-naphthacenedione, 10-((3-amino-2,3,6-trideoxy-4-o-(phenylmethyl)-.alpha.-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8s,10s)-, Hydrochloride

24. 5,12-naphthacenedione, 10-((3-amino-2,3,6-trideoxy-4-o-(phenylmethyl)-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, Hydrochloride, (8s,10s)-

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 670.1 g/mol
Molecular Formula C34H36ClNO11
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count12
Rotatable Bond Count8
Exact Mass669.1976887 g/mol
Monoisotopic Mass669.1976887 g/mol
Topological Polar Surface Area195 Ų
Heavy Atom Count47
Formal Charge0
Complexity1130
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in brain cancer.


5 Pharmacology and Biochemistry
5.1 Mechanism of Action

RTA 744 is a substance being studied in the treatment of adult brain tumors. RTA 744 crosses the blood-brain barrier and blocks an enzyme needed for cancer growth. RTA 744 is a type of topoisomerase inhibitor. Also called topoisomerase II inhibitor RTA 744.


ABOUT THIS PAGE

Berubicin Hydrochloride Manufacturers

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

Berubicin Hydrochloride Suppliers

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

Berubicin Hydrochloride GMP

Berubicin Hydrochloride 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 Berubicin Hydrochloride 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 Berubicin Hydrochloride GMP manufacturer or Berubicin Hydrochloride GMP API supplier for your needs.

Berubicin Hydrochloride CoA

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

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

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