Find Fosifloxuridine Nafalbenamide manufacturers, exporters & distributors on PharmaCompass

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Chemistry

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Also known as: Nuc-3373, 1332837-31-6, 4yo6qt3sz9, Cpf-373, Nuc-3073, Fosifloxuridine nafalbenamide [usan]
Molecular Formula
C29H29FN3O9P
Molecular Weight
613.5  g/mol
InChI Key
BIOWRMNRHMERIO-ZVAHOJSLSA-N
FDA UNII
4YO6QT3SZ9

Fosifloxuridine Nafalbenamide
Fosifloxuridine Nafalbenamide is a phosphoramidate-based prodrug of the monophosphate (MP) form of 5-fluoro-2'-deoxyuridine (FUdR; FUDR), the active metabolite of fluorouracil (5-FU), an antimetabolite fluoropyrimidine analog of the pyrimidine nucleoside, with potential antineoplastic activity. Upon administration of the nucleotide analog prodrug fosifloxuridine nafalbenamide, fosifloxuridine nafalbenamide is readily taken up by tumor cells. In the tumor cell, the phosphoramidate moiety is removed and fosifloxuridine nafalbenamide is converted to its active form FUDR-MP. In turn, FUDR-MP binds to and inhibits thymidylate synthase (TS), resulting in the depletion of thymidine triphosphate (TTP) and thus DNA synthesis. With the phosphoramidate moiety attached to FUDR-MP, fosifloxuridine nafalbenamide, compared to 5-FU, is more lipophilic and accumulates in cancer cells by passive diffusion and does not require a nucleoside transporter, thereby generating higher intracellular concentrations. In addition, compared to 5-FU, once inside the cell FUDR-MP does not need to be phosphorylated and is already in its active form. Unlike 5-FU, fosifloxuridine nafalbenamide does not get deactivated or converted into toxic metabolites by dihydropyrimidine dehydrogenase (DPD) and thymidine phosphorylase (TP), which leads to both a longer half-life and less toxicity.
1 2D Structure

Fosifloxuridine Nafalbenamide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
benzyl (2S)-2-[[[(2R,3S,5R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-naphthalen-1-yloxyphosphoryl]amino]propanoate
2.1.2 InChI
InChI=1S/C29H29FN3O9P/c1-18(28(36)39-16-19-8-3-2-4-9-19)32-43(38,42-24-13-7-11-20-10-5-6-12-21(20)24)40-17-25-23(34)14-26(41-25)33-15-22(30)27(35)31-29(33)37/h2-13,15,18,23,25-26,34H,14,16-17H2,1H3,(H,32,38)(H,31,35,37)/t18-,23-,25+,26+,43?/m0/s1
2.1.3 InChI Key
BIOWRMNRHMERIO-ZVAHOJSLSA-N
2.1.4 Canonical SMILES
CC(C(=O)OCC1=CC=CC=C1)NP(=O)(OCC2C(CC(O2)N3C=C(C(=O)NC3=O)F)O)OC4=CC=CC5=CC=CC=C54
2.1.5 Isomeric SMILES
C[C@@H](C(=O)OCC1=CC=CC=C1)NP(=O)(OC[C@@H]2[C@H](C[C@@H](O2)N3C=C(C(=O)NC3=O)F)O)OC4=CC=CC5=CC=CC=C54
2.2 Other Identifiers
2.2.1 UNII
4YO6QT3SZ9
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Nuc-3073

2.3.2 Depositor-Supplied Synonyms

1. Nuc-3373

2. 1332837-31-6

3. 4yo6qt3sz9

4. Cpf-373

5. Nuc-3073

6. Fosifloxuridine Nafalbenamide [usan]

7. Benzyl (2s)-2-[[[(2r,3s,5r)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-naphthalen-1-yloxyphosphoryl]amino]propanoate

8. Unii-4yo6qt3sz9

9. Chembl2181367

10. Ex-a4413

11. Who 10749

12. Db14859

13. Fosifloxuridine Nafalbenamide [inn]

14. Hy-109115

15. Cs-0078080

16. Fosifloxuridine Nafalbenamide [who-dd]

17. J3.616.613d

18. A936616

19. Benzyl N-[p-ambo-2'-deoxy-5-fluoro-p-(naphthalen-1-yl)-5'-uridyly]}-l-alaninate

20. L-alanine, N-(2'-deoxy-5-fluoro-p-1-naphthalenyl-5'-uridylyl)-, Phenylmethyl Ester

21. N-(2'-deoxy-5-fluoro-p-1-naphthalenyl-5'-uridylyl)-l-alanine Phenylmethyl Ester

22. Benzyl (2s)-2-{[{[(2r,3s,5r)-5-(5-fluoro-2,4-dioxo-3,4-dihydro-1(2h)-pyrimidinyl)-3-hydroxytetrahydro-2-furanyl]methoxy}(1-naphthyloxy)phosphoryl]amino}propanoate

23. L-alanine, N-(-2'-deoxy-2',2'-difluoro-p-1-naphthalenyl-5'-cytidylyl)-, Phenylmethyl Ester

2.4 Create Date
2011-10-03
3 Chemical and Physical Properties
Molecular Weight 613.5 g/mol
Molecular Formula C29H29FN3O9P
XLogP33
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count11
Rotatable Bond Count12
Exact Mass613.16254467 g/mol
Monoisotopic Mass613.16254467 g/mol
Topological Polar Surface Area153 Ų
Heavy Atom Count43
Formal Charge0
Complexity1100
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

ABOUT THIS PAGE

Fosifloxuridine Nafalbenamide Manufacturers

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

Fosifloxuridine Nafalbenamide Suppliers

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

Fosifloxuridine Nafalbenamide GMP

Fosifloxuridine Nafalbenamide 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 Fosifloxuridine Nafalbenamide 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 Fosifloxuridine Nafalbenamide GMP manufacturer or Fosifloxuridine Nafalbenamide GMP API supplier for your needs.

Fosifloxuridine Nafalbenamide CoA

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

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

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