US 12,630,505 B2 · Alkyne compound, vitamin D compound, analytical method, and production method

Abstract

The present invention is intended to provide a compound useful to analyze a vitamin D compound. The present invention provides an alkyne compound represented by Formula (I): where in Formula (I), A is a linear carbon chain having an alkynyl group at an end and having a vinyl group at another end; X1 is CH or 13CH; X2 is CHY, CDY, 13CHY, 13CDY, CO, 13CO, C18O, or 13C18O; m is an integer from 1 to 4; when m is 2 or more, X2s are identical or different; Y is H, D, NH2, 15NH2, OH, 18OH, SH, OR, O(CO)R, OSO3H, OSO3Na, or a sugar substituent; when Formula (I) contains two or more Ys, Ys are identical or different; R is an alcohol protective group, an alkyl group, an alkenyl group, or an aryl group; X3 is C or 13C; and at least one selected from the group consisting of X1, X2(s), and X3 is modified with a stable isotope D, 13C, 18O, or 15N.

Claims4

Dependent claims

A vitamin D compound represented by Formula (III):

wherein in Formula (III),
A′ is a cyclic carbon chain corresponding to an A ring of the vitamin D compound,
X′1 is C,
X′2 is CHY′ or CDY′,
m is 4,
X′2s are identical or different,
Y′ is H, D, or OH, when Formula (III) contains two or more Y's, Y's are identical or different,
X′3 is C,
at least one selected from the group consisting of X′2(s) is modified with a stable isotope D, and at least one among X′2(s) is CDD,
P is a C1 to C10 alkyl group unsubstituted or substituted with a hydroxy group or a C2 to C10 alkenyl group unsubstituted or substituted with a hydroxy group, and the alkyl group or the alkenyl group optionally has a lactone group substituted with a hydroxy group, wherein the P has a structure:
wherein in the structure for P,
Q, Q′, Q″, Q′″, and Q″″ are each independently H, CH3, or OH.

9 more elements

Dependencies are inferred from the claim text.

Facts

Application

18/087,881Filed 23 Dec 2022

Priority

JP 2021-21104024 Dec 2021

Published

US 2023/0242480 A13 Aug 2023

Granted

19 May 2026

Term ends

Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07C 401/00
Irradiation products of cholesterol or its derivatives
C07B 59/001
Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se: acyclic or carbocyclic compounds
C07B 59/002
Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se: heterocyclic compounds
C07D 307/33
Oxygen atoms: in position 2, the oxygen atom being in its keto or unsubstituted enol form

Alkyne compound, vitamin D compound, analytical method, and production method

Life of this patent

Alkyne compound, vitamin D compound, analytical method, and production method

Life of this patent

Abstract

Claims4