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Chemistry

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Also known as: 147254-64-6, As-3201, Ranirestat [inn], Z26p56gftv, Chembl334830, (3r)-2'-[(4-bromo-2-fluorophenyl)methyl]spiro[pyrrolidine-3,4'-pyrrolo[1,2-a]pyrazine]-1',2,3',5-tetrone
Molecular Formula
C17H11BrFN3O4
Molecular Weight
420.2  g/mol
InChI Key
QCVNMNYRNIMDKV-QGZVFWFLSA-N
FDA UNII
Z26P56GFTV

Ranirestat
Ranirestat is a structurally novel and stereospecifically potent aldose reductase (AKR1B; EC 1.1.1.21) inhibitor, which contains a succinimide ring that undergoes ring-opening at physiological pH levels. It has been used in trials studying the treatment of Mild to Moderate Diabetic Sensorimotor Polyneuropathy.
1 2D Structure

Ranirestat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(3R)-2'-[(4-bromo-2-fluorophenyl)methyl]spiro[pyrrolidine-3,4'-pyrrolo[1,2-a]pyrazine]-1',2,3',5-tetrone
2.1.2 InChI
InChI=1S/C17H11BrFN3O4/c18-10-4-3-9(11(19)6-10)8-21-14(24)12-2-1-5-22(12)17(16(21)26)7-13(23)20-15(17)25/h1-6H,7-8H2,(H,20,23,25)/t17-/m1/s1
2.1.3 InChI Key
QCVNMNYRNIMDKV-QGZVFWFLSA-N
2.1.4 Canonical SMILES
C1C(=O)NC(=O)C12C(=O)N(C(=O)C3=CC=CN23)CC4=C(C=C(C=C4)Br)F
2.1.5 Isomeric SMILES
C1C(=O)NC(=O)[C@@]12C(=O)N(C(=O)C3=CC=CN23)CC4=C(C=C(C=C4)Br)F
2.2 Other Identifiers
2.2.1 UNII
Z26P56GFTV
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine-4-spiro-3'-pyrrolidine-1.2',3,5'-tetrone

2. As 3201

3. As-3201

4. Sx 3030

5. Sx 3202

6. Sx-3030

7. Sx-3202

2.3.2 Depositor-Supplied Synonyms

1. 147254-64-6

2. As-3201

3. Ranirestat [inn]

4. Z26p56gftv

5. Chembl334830

6. (3r)-2'-[(4-bromo-2-fluorophenyl)methyl]spiro[pyrrolidine-3,4'-pyrrolo[1,2-a]pyrazine]-1',2,3',5-tetrone

7. Sx-3030

8. (3r)-2'-(4-bromo-2-fluorobenzyl)spiro(pyrrolidine-3,4'(1'h)-pyrrolo(1,2-a)pyrazine)-1',2,3',5(2'h)-tetrone

9. (r)-2'-(4-bromo-2-fluorobenzyl)-1'h-spiro[pyrrolidine-3,4'-pyrrolo[1,2-a]pyrazine]-1',2,3',5(2'h)-tetraone

10. Unii-z26p56gftv

11. C17h11brfn3o4

12. Raniestat

13. As 3201

14. Sx 3201

15. Ranirestat (jan/inn)

16. Ranirestat [jan]

17. Ranirestat [who-dd]

18. Schembl498993

19. Ranirestat, >=97% (hplc)

20. Dtxsid80163642

21. Zinc598422

22. Bcp14386

23. Bdbm50067407

24. Db05327

25. Sb17385

26. Sx-3201

27. Ncgc00484081-01

28. (r)-(-)-2-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine-4-spiro-3'-pyrrolidine-1,2',3,5'-tetrone

29. 2-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine-4-spiro-3'-pyrrolidine-1.2',3,5'-tetrone

30. Hy-15314

31. A13523

32. D06403

33. A901889

34. Q7293074

35. (3r)-2''-(4-bromo-2-fluorobenzyl)-1''h,2h,5h-spiro[pyrrolidine-3,4''-pyrrolo[1,2-a]pyrazine]-1'',2,3'',5(2''h)-tetrone

36. (3r)-2-(4-bromo-2-fluorobenzyl)spiro(pyrrolidine-3,4(1h)-pyrrolo(1,2-a)pyrazine)-1,2,3,5(2h)-tetrone

37. (r)-2-(4-bromo-2-fluorobenzyl)-1h-spiro[pyrrolidine-3,4-pyrrolo[1,2-a]pyrazine]-1,2,3,5(2h)-tetraone

38. Spiro(pyrrolidine-3,4'(1'h)-pyrrolo(1,2-a)pyrazine)-1',2,3',5(2'h)-tetrone, 2'-((4-bromo-2-fluorophenyl)methyl)-, (-)-

39. Spiro(pyrrolidine-3,4'(1'h)-pyrrolo(1,2-a)pyrazine)-1',2,3',5(2'h)-tetrone, 2'-((4-bromo-2-fluorophenyl)methyl)-, (3'r)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 420.2 g/mol
Molecular Formula C17H11BrFN3O4
XLogP31.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass418.99170 g/mol
Monoisotopic Mass418.99170 g/mol
Topological Polar Surface Area88.5 Ų
Heavy Atom Count26
Formal Charge0
Complexity689
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in neuropathy (diabetic).


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


5.2 Mechanism of Action

Ranirestat alleviates diabetic neuropathy, a complication of diabetes, by inhibiting aldose reductase and thereby inhibiting the accumulation of intracellular sorbitol that causes diabetic neuropathy. This drug has a stronger inhibitory effect and is longer acting compared to other drugs in this therapeutic area. Ranirestat showed good penetration into the nerve tissue, resulting in dose-dependent inhibition of intraneural accumulation of sorbitol and fructose in a clinical study.


ABOUT THIS PAGE

Ranirestat Manufacturers

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

Ranirestat Suppliers

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

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

Ranirestat USDMF

A Ranirestat DMF (Drug Master File) is a document detailing the whole manufacturing process of Ranirestat active pharmaceutical ingredient (API) in detail. Different forms of Ranirestat DMFs exist exist since differing nations have different regulations, such as Ranirestat USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Ranirestat DMF submitted to regulatory agencies in the US is known as a USDMF. Ranirestat USDMF includes data on Ranirestat's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Ranirestat USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Ranirestat suppliers with USDMF on PharmaCompass.

Ranirestat GMP

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

Ranirestat CoA

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

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

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