Nicergoline EP Impurity A
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Includes: HPLC, MASS/LC-MS, 1H NMR, FT-IR, Potency, Structure Elucidation Report (SER), and additional analytical data depending on the product.

38536-28-6Nicergoline EP Impurity A

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Catalogue No.:VL1610001
CAS No.:38536-28-6
Mol. Formula:C24H26ClN3O3
Mol. Weight:439.93 g/mol

Additional information on CAS 38536-28-6

Parent drug

Nicergoline

IUPAC Name

[(6aR, 9R, 10aS)-10a-Methoxy-4, 7-dimethyl-4, 6, 6a, 7, 8, 9, 10, 10a-octahydroindolo[4, 3-fg]quinolin-9-yl]methyl 5-Chloropyridine-3-carboxylate

Pharmacopoeial Synonyms

Chloronicergoline

Other Synonyms

Debromo Chloro Nicergoline

Smile

O=C(C1=CC(Cl)=CN=C1)OC[C@H](C[C@]23OC)CN(C)[C@]3([H])CC4=CN(C)C5=C4C2=CC=C5

InChI

InChI=1S/C24H26ClN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/t15-,21-,24+/m1/s1

Description

Nicergoline EP Impurity A, also known as chloronicergoline, is a chlorinated ergoline-derived process impurity associated with nicergoline manufacturing or transformation chemistry. The compound, CAS 38536-28-6, has molecular formula C24H26ClN3O3 and molecular weight 439.93 g/mol. Its structural relationship to the parent alkaloid indicates formation through halogenated intermediate carryover or regioselective substitution during synthesis rather than simple hydrolysis. Owing to its defined structural signature and low-level occurrence, characterization commonly requires LC-MS/MS, high-resolution LC-MS, and orthogonal HPLC-UV methods, with impurity profiling aligned to pharmacopeial and ICH M7 risk assessment principles.

References

SHINTOMI, KEIICHI, et al. “Pharmacological Effects of Nicergoline and Its Metabolites, Decomposition Products and Impurities in Animals.” Journal of Pharmacobio-Dynamics, vol. 10, no. 1, 1987, pp. 35–48, https://doi.org/10.1248/bpb1978.10.35.?Sortino, Maria Angela, et al. “Neuroprotective Effects of Nicergoline in Immortalized Neurons.” European Journal of Pharmacology, vol. 368, no. 2-3, Mar. 1999, pp. 285–90, https://doi.org/10.1016/s0014-2999(99)00041-2.?

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