IP Library Granted Patent US 8,952,003
Granted Patent B2
US 8,952,003 · App. 13/386,542 · Granted Feb 10, 2015

Sterol derivative

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Quick Facts
Patent No.
US 8,952,003
App. No.
13/386,542
Granted
Feb 10, 2015
Kind
B2
Abstract

The present invention provides a sterol derivative or a pharmaceutically acceptable salt thereof having an activity to promote proliferation of neural stem cells. Namely, the present invention provides a sterol derivative represented by the general formula (I) (wherein Y represents optionally substituted lower alkyl or the like; X a and X b are the same or different, and represent a bond or the like; R 1 , R 2 , R 3 , R 4 , R 7 and R 8 are the same or different, and represent a hydrogen atom or the like; R 5 and R 6 are the same or different, and represent a hydrogen atom or the like; R 9 represents a hydrogen atom or the like; R 10 and R 11 together represent a bond or the like; and R 12 represents a hydrogen atom or the like) or a pharmaceutically acceptable salt thereof.

Claims (20)

1. A sterol derivative represented by the general formula (I):

[wherein Y represents optionally substituted lower alkyl or optionally substituted lower alkenyl,

X a and X b are the same or different, and represent a bond or —NR a — (wherein R a represents a hydrogen atom, optionally substituted lower alkyl, optionally substituted cycloalkyl, optionally substituted lower alkanoyl, or optionally substituted aroyl),

R 1 , R 2 , R 3 , R 4 , R 7 and R 8 are the same or different, and represent a hydrogen atom or hydroxy, or

R 1 and R 2 , R 3 and R 4 , or R 7 and R 8 together represent ═O,

R 5 and R 6 are the same or different, and represent a hydrogen atom, halogen, azido, hydroxy, optionally substituted lower alkoxy, optionally substituted cycloalkyloxy, optionally substituted lower alkenyloxy, optionally substituted lower alkynyloxy, optionally substituted aryloxy, optionally substituted aromatic heterocyclyloxy, optionally substituted aliphatic heterocyclyloxy, optionally substituted lower alkanoyloxy, optionally substituted aroyloxy, optionally substituted aromatic heterocyclylcarbonyloxy, or —NR b R c (wherein R b and R c are the same or different, and represent a hydrogen atom, optionally substituted lower alkyl, optionally substituted lower alkenyl, optionally substituted cycloalkyl, optionally substituted aryl, an optionally substituted aromatic heterocyclic group, an optionally substituted aliphatic heterocyclic group, optionally substituted lower alkanoyl, optionally substituted aroyl, optionally substituted lower alkoxycarbonyl, optionally substituted aryloxycarbonyl, optionally substituted aromatic heterocyclyloxycarbonyl, optionally substituted lower alkylcarbamoyl, optionally substituted di-lower alkylcarbamoyl, optionally substituted arylcarbamoyl, optionally substituted aromatic heterocyclylcarbamoyl, optionally substituted arylsulfonyl, or optionally substituted lower alkylsulfonyl), or R 5 and R 6 together represent O═, R d ON═ (wherein R d represents a hydrogen atom, optionally substituted lower alkyl, optionally substituted cycloalkyl, optionally substituted aryl, an optionally substituted aromatic heterocyclic group, or an optionally substituted aliphatic heterocyclic group), or R e R f C═ (wherein R e and R f are the same or different, and represent a hydrogen atom, halogen, optionally substituted lower alkyl, optionally substituted lower alkenyl, optionally substituted lower alkynyl, optionally substituted cycloalkyl, optionally substituted aryl, an optionally substituted aromatic heterocyclic group, an optionally substituted aliphatic heterocyclic group, optionally substituted lower alkoxy, optionally substituted aryloxy, optionally substituted aromatic heterocyclyloxy, optionally substituted lower alkanoyl, optionally substituted aroyl, optionally substituted lower alkanoyloxy, or optionally substituted aroyloxy),

R 9 represents a hydrogen atom, optionally substituted lower alkyl, optionally substituted lower alkenyl, optionally substituted lower alkynyl, or optionally substituted cycloalkyl, or

R 1 and R 3 , R 3 and R 5 (provided that this is only when X a is a bond), R 5 and R 7 (provided that this is only when X b is a bond), or R 7 and R 9 together represent a bond or an oxygen atom, and

regarding R 10 , R 11 and R 12 , R 10 and R 11 together represent a bond or an oxygen atom and R 12 represents a hydrogen atom, or R 10 and R 12 together represent a bond or an oxygen atom and R 11 represents a hydrogen atom] (provided that compounds represented by the following formulas (P) and (Q) are excluded), or a pharmaceutically acceptable salt thereof

2. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 10 and R 11 together represent a bond and R 12 is a hydrogen atom.

3. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein X a and X b are bonds.

4. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 7 and R 8 are hydrogen atoms.

5. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 5 is a hydrogen atom.

6. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 6 is hydroxy, optionally substituted lower alkoxy, optionally substituted cycloalkyloxy, optionally substituted lower alkenyloxy, optionally substituted lower alkynyloxy, optionally substituted aryloxy, optionally substituted aromatic heterocyclyloxy, optionally substituted aliphatic heterocyclyloxy, optionally substituted lower alkanoyloxy, optionally substituted aroyloxy, or —NR b1 R c1 (wherein R b1 and R c1 are the same or different, and represent a hydrogen atom, optionally substituted lower alkyl, optionally substituted lower alkanoyl, or optionally substituted aroyl).

7. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 6 is hydroxy, optionally substituted lower alkoxy, optionally substituted aryloxy, optionally substituted aromatic heterocyclyloxy, optionally substituted aliphatic heterocyclyloxy, or —NR b1 R c1 (wherein R b1 and R c1 have the same meanings as defined above, respectively).

8. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 6 is hydroxy or optionally substituted lower alkoxy.

9. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 5 and R 6 together represent O═ or R d ON═ (wherein R d has the same meaning as defined above).

10. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein R 9 is a hydrogen atom or optionally substituted lower alkyl.

11. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein Y is optionally substituted lower alkyl.

12. The sterol derivative or the pharmaceutically acceptable salt thereof according to claim 1 , wherein Y is optionally substituted lower alkenyl.

Assignments (3)
CHANGE OF NAME AND ADDRESS Recorded Oct 23, 2019
From: KYOWA HAKKO KIRIN CO., LTD.
To: KYOWA KIRIN CO., LTD.
Reel/Frame 050797/0533 →
CORRECTIVE ASSIGNMENT TO CORRECT THE FIFTH ASSIGNOR'S NAME PREVIOUSLY RECORDED ON REEL 027869 FRAME 0069. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT OF ASSIGNORS INTEREST. Recorded Apr 27, 2012
From: UCHIDA, KENJI; AGATSUMA, TSUTOMU; HIBINO, KAZUHIRO; SASHO, SETSUYA; IIDA, KYOICHIRO; ONODERA, HIDEYUKI
To: KYOWA HAKKO KIRIN CO., LTD.
Reel/Frame 028117/0503 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 15, 2012
From: UCHIDA, KENJI; AGATSUMA, TSUTOMU; HIBINO, KAZUHIRO; SASHO, SETSUYA; IIDA, KYOICHIRA; ONODERA, HIDEYUKI
To: KYOWA HAKKO KIRIN CO., LTD.
Reel/Frame 027869/0069 →