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US4540783A
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1',2'-Diacyl-(6R,S)-5,6,7,8-tetrahydro-L-biopterin and process for preparing the same
Assignee: Kanegafuchi Chemical Industry Co Ltd
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Filing: 1982-11-15
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Granted: 1985-09-10
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Expires: 2002-11-15
Abstract
Abstract A novel compound, 1',2'-diacyl-(6R,S)-5,6,7,8-tetrahydro-L-biopterin which is prepared by catalytical hydrogenation of a 1',2'-diacyl-L-biopterin in a solvent in the presence of a catalyst. The 1',2'-diacyl-L-biopterin is prepared from a 1,1-dialkylsulfonyl-L-rhamnose through an acyl derivative of 5-deoxy-L-arabinose and a hydrazine derivative of tetrahydro-L-biopterin without isolating the intermediate products. The 1', 2'-diacyl-(6R,S)-5,6,7,8-tetrahydro-L-biopterin can be used for treatment of atypical phenylketonuria or dihydropterin-reductase deficiency and can readily cross the blood brain barrier without neurotransmitter precursors.
Inventors
- 👤 Max Viscontini
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 10:02
CPC Classifications
C; C07; C07D; C07D475/00; C07D475/02; C07D475/04; A; A61; A61P; A61P43/00
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
82 words
A 1',2'-diacyl-6(R,S)-5,6,7,8-tetrahydro-L-biopterin of the formula (I): ##STR7## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R 5 CO--in which R 5 is hydrogen; a linear or branched alkyl group having 1 to 9 carbon atoms; an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms; a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group; or a methyl substituted or unsubstituted phenyl ethyl group.
Claim 2
Dependent Claim
82 words
A 1',2'-diacyl-6(R,S)-5,6,7,8-tetrahydro-L-biopterin of the formula (I): ##STR7## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R 5 CO--in which R 5 is hydrogen; a linear or branched alkyl group having 1 to 9 carbon atoms; an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms; a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group; or a methyl substituted or unsubstituted phenyl ethyl group.
Claim 3
Dependent Claim
16 words
The compound of claim 1, wherein R 1 and R 2 are the same acyl group.
Claim 4
Dependent Claim
28 words
The compound of claim 1, or 2, wherein said acyl group is a member selected from the group consisting of formyl, acetyl, propionyl, butyryl, isobutyryl, valeryl and benzoyl.
Claim 5
Dependent Claim
82 words
A 1',2'-diacyl-6(R)-5,6,7,8-tetrahydro-L-biopterin of the formula (I): ##STR8## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R 5 CO--in which R 5 is hydrogen; a linear or branched alkyl group having 1 to 9 carbon atoms; an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms; a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group; or a methyl substituted or unsubstituted phenyl ethyl group.
Claim 6
Dependent Claim
82 words
A 1',2'-diacyl-6(R)-5,6,7,8-tetrahydro-L-biopterin of the formula (I): ##STR8## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R 5 CO--in which R 5 is hydrogen; a linear or branched alkyl group having 1 to 9 carbon atoms; an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms; a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group; or a methyl substituted or unsubstituted phenyl ethyl group.
Claim 7
Dependent Claim
82 words
A 1',2'-diacyl-6(S)-5,6,7,8-tetrahydro-L-biopterin of the formula (I): ##STR9## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R 5 CO--in which R 5 is hydrogen; a linear or branched alkyl group having 1 to 9 carbon atoms; an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms; a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group; or a methyl substituted or unsubstituted phenyl ethyl group.
Claim 8
Dependent Claim
82 words
A 1',2'-diacyl-6(S)-5,6,7,8-tetrahydro-L-biopterin of the formula (I): ##STR9## wherein R1 and R2 are the same or different and each is an acyl group having 1 to 10 carbon atoms represented by R 5 CO--in which R 5 is hydrogen; a linear or branched alkyl group having 1 to 9 carbon atoms; an alkyl substituted or unsubstituted phenyl group having 6 to 9 carbon atoms; a methyl, dimethyl or ethyl substituted or unsubstituted benzyl group; or a methyl substituted or unsubstituted phenyl ethyl group.
Claim 9
Dependent Claim
21 words
The compound of claim 1, which is a mixture of a 1',2'-diacyl-(6R)-5,6,7,8-tetrahydro-L-biopterin and a 1',2'-diacyl-(6S)-5,6,7,8-tetrahydro-L-biopterin in a proportion of about 1:1.
References Cited (Backward Citations)
US3505329A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-09-09 | 1989-03-11 | 1989-09-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-09-09 | 1993-03-11 | 1993-09-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-09-09 | 1997-03-11 | 1997-09-10 | $7700.00 | Window Closed / Lapsed |