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124752-25-6Abacavir EP Impurity C

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Catalogue No.:	VL760006
CAS No.:	124752-25-6
Mol. Formula:	C11H14N6O
Mol. Weight:	246.27 g/mol

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Additional information on CAS 124752-25-6

Parent drug

Abacavir

IUPAC Name

((1S, 4R)-4-(2, 6-diamino-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol

Pharmacopeial Synonyms

Descyclopropyl Abacavir

Other Synonyms

6-Aminocarbovir; (+-)-Carbocyclic-2′,3′-dideoxydidehydro-2-6-diaminopurinenucleoside; ((1S,4R)-4-(2,6-Diamino-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol; [(1S,4R)-4-(2,6-Diamino-9H-purin-9-yl)cyclopent-2-enyl]methanol; [(1S,4R)-4-(2,6-diaminopurin-9-yl)cyclopent-2-en-1-yl]methanol; (-)-(1S,4R)-4-[2,6-Diamino-9H-purin-9yl]-2- cyclopentene-1-methanol; [4-(6-Amino-2-imino-1,2-dihydro-9H-purin-9-yl)cyclopent-2-en-1-yl]methanol

Smiles

OC[C@@H]1C=C[C@H](N2C=NC3=C(N)N=C(N)N=C23)C1

InChI

InChI=1S/C11H14N6O/c12-9-8-10(16-11(13)15-9)17(5-14-8)7-2-1-6(3-7)4-18/h1-2,5-7,18H,3-4H2,(H4,12,13,15,16)/t6-,7+/m1/s1

Description

Abacavir EP Impurity C also known as Descyclopropyl Abacavir, in various pharmacopoeias, is a highly characterized standard. It meets strict regulatory requirements set by USP, EMA, JP, and BP, making it a crucial component in Abbreviated New Drug Applications (ANDA), New Drug Applications (NDA), and the commercial production of Abacavir. Abacavir EP Impurity C (CAS No: 124752-25-6) or Abacavir USP Related Compound A is a degradation product of Abacavir that is a nucleoside reverse transcriptase inhibitor It acts by chain termination after incorporation into the growing polynucleotide strand and is utilized in the treatment of HIV infection.

References

Kurmi, Moolchand, et al. Stability Behaviour of Antiretroviral Drugs and Their Combinations. 5: Characterization of Novel Degradation Products of Abacavir Sulfate by Mass and Nuclear Magnetic Resonance Spectrometry. Journal of Pharmaceutical and Biomedical Analysis, vol. 134, Feb. 2017, pp. 372 “84, https://doi.org/10.1016/j.jpba.2016.10.019. ?Vukkum, Pallavi. Stress Degradation Behavior of Abacavir Sulfate and Development of a Suitable Stability-Indicating UHPLC Method for the Determination