WO1994007480B1 - Polyamine derivatives as anti-cytomegaloviral agents - Google Patents
Polyamine derivatives as anti-cytomegaloviral agentsInfo
- Publication number
- WO1994007480B1 WO1994007480B1 PCT/US1993/008517 US9308517W WO9407480B1 WO 1994007480 B1 WO1994007480 B1 WO 1994007480B1 US 9308517 W US9308517 W US 9308517W WO 9407480 B1 WO9407480 B1 WO 9407480B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- propyl
- hydrogen
- formula
- phenyl
- Prior art date
Links
- 229920000768 polyamine Polymers 0.000 title abstract 2
- 230000001512 anti-cytomegaloviral Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 6
- 239000001257 hydrogen Substances 0.000 claims abstract 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
- 239000002253 acid Substances 0.000 claims abstract 3
- 125000002947 alkylene group Chemical group 0.000 claims abstract 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 3
- 150000002431 hydrogen Chemical group 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
- 150000003839 salts Chemical class 0.000 claims abstract 3
- 239000011780 sodium chloride Substances 0.000 claims abstract 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 206010011827 Cytomegaloviral infection Diseases 0.000 claims 1
- ACAZYEPMRWHZOM-UHFFFAOYSA-N N,N'-bis[3-(benzylamino)propyl]octane-1,8-diamine Chemical compound C=1C=CC=CC=1CNCCCNCCCCCCCCNCCCNCC1=CC=CC=C1 ACAZYEPMRWHZOM-UHFFFAOYSA-N 0.000 claims 1
- GFBIZPHYEIUDRZ-UHFFFAOYSA-N N,N'-bis[3-(ethylamino)propyl]octane-1,8-diamine Chemical compound CCNCCCNCCCCCCCCNCCCNCC GFBIZPHYEIUDRZ-UHFFFAOYSA-N 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 206010011831 Cytomegalovirus infection Diseases 0.000 abstract 1
Abstract
The present invention relates to treating CMV infections with polyamine compounds of formula (I) wherein Z is a saturated or branched chain (C2-C6) alkylene moiety; m is 7 or 8; each R group independently is hydrogen, a C1-C6 saturated or unsaturated hydrocarbyl, or -(CH2)x-(Ar)-X wherein Ar is phenyl or napthyl, X is H, C1-C6 alkoxy, halogen C1-C4 alkyl, wherein x is an integer 0, 1, or 2; with the proviso that both R groups cannot be hydrogen; or said compounds of formula (I) can be a pharmaceutically acceptable acid addition salt thereof.
Claims
1. Use of a compound of the formula: HN-Zi-NH-(CH2)n,-NH-Zi-NH
for the preparation of a medicament for inhibiting a cytomegaloviral infection; wherein Zi is a branched chain (C2-C6) alkylene moiety; m is 7 or 8; and each R group independently is hydrogen, a Cι~Ce saturated or unsaturated hydrocarbyl, or -(CH2)x-(Ar)-X wherein Ar is phenyl or napthyl, X is H, Ci-Cβ alkoxy, halogen C1-C4 alkyl, wherein x is an integer 0, 1, or 2; with the proviso that both R groups cannot be hydrogen; or said compounds of formula I can be a pharmaceutically acceptable acid addition salt.
2. A use of Claim 1 wherein the compound is N,N'- is(3-(ethylamino)propyl)-1,8-octanediamine.
3. A use of Claim 1 wherein the compound is 1,18- is[ (phenyl)methyl]1,5,14,18-tetraazaoctadecane.
4. A use of Claim 6 wherein the compound is N,N'- is(3-(ethylamino)propyl)-1,7-heptanediamine.
5. A use of Claim 6 wherein the compound is N,N'- is[3-(propylamino)propyl]-1,7-diaminoheptane. Use of a compound of the formula: HN-Zi-NH-(CH2Jm-NH-Zi- H
R for the preparation of a medicament for the treatment of patients suffering from a CMV disease state; wherein Z2 is a saturated chain (C2-C6) alkylene moiety; m is 7 or 8; each R group independently is hydrogen, a Cι~Ce saturated or unsaturated hydrocarbyl, or -(CH2)x-(Ar)-X wherein Ar is phenyl or napthyl, X is H, Ci-Cε alkoxy, halogen C1-C4 alkyl, wherein x is an integer 0, 1, or 2; with the proviso that both R groups cannot be hydrogen; or said compounds of formula I can be a pharmaceutically acceptable acid addition salt thereof.
7. A use of Claim 1 wherein the compound is N,N'- Bis(3-(ethylamino)propyl)-1,8-octanediamine.
8. A use of Claim 1 wherein the compound is 1,18- Bis[ (phenyl)methyl]1,5,14,18-tetraazaoctadecane.
9. A use of Claim 6 wherein the compound is N,N'- is(3-(ethylamino)propyl)-1,7-heptanediamine.
10. A use of Claim 6 wherein the compound is N,N'- is[3-(propylamino)propyl]-1,7-diaminoheptane.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP93921461A EP0662829A1 (en) | 1992-10-05 | 1993-09-10 | Polyamine derivatives as anti-cytomegaloviral agents |
| AU48547/93A AU4854793A (en) | 1992-10-05 | 1993-09-10 | Polyamine derivatives as anti-cytomegaloviral agents |
| JP6509077A JPH08512279A (en) | 1992-10-05 | 1993-09-10 | Polyamine derivatives as anti-cytomegalovirus agents |
| KR1019950701292A KR950703335A (en) | 1992-10-05 | 1993-09-10 | Polyamine Derivatives as Anti-Cytomegaloviral Agents |
| NO951299A NO951299L (en) | 1992-10-05 | 1995-04-04 | Polyamine derivatives as anti-cytomegaloviral agents |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9220921.2 | 1992-10-05 | ||
| GB929220921A GB9220921D0 (en) | 1992-10-05 | 1992-10-05 | Polyamine derivatives as anticytomegaloviral agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1994007480A1 WO1994007480A1 (en) | 1994-04-14 |
| WO1994007480B1 true WO1994007480B1 (en) | 1994-05-11 |
Family
ID=10722983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1993/008517 WO1994007480A1 (en) | 1992-10-05 | 1993-09-10 | Polyamine derivatives as anti-cytomegaloviral agents |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP0662829A1 (en) |
| JP (1) | JPH08512279A (en) |
| KR (1) | KR950703335A (en) |
| AU (1) | AU4854793A (en) |
| CA (1) | CA2146319A1 (en) |
| GB (1) | GB9220921D0 (en) |
| HU (1) | HUT72663A (en) |
| NZ (1) | NZ256254A (en) |
| WO (1) | WO1994007480A1 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5831001A (en) * | 1990-10-24 | 1998-11-03 | Allelix Biopharmaceuticals Inc. | Treatment of herpesvirus infection |
| AU7723794A (en) * | 1993-10-07 | 1995-05-01 | Merrell Dow Pharmaceuticals Inc. | Novel process for preparing polyamine derivatives and intermediates thereof |
| FR2749845B1 (en) * | 1996-06-18 | 1998-08-21 | Oreal | NOVEL SUBSTITUTED BENZYL POLYALKYLENE POLYAMINE DERIVATIVES AND THEIR USE IN COSMETIC AND PHARMACEUTICAL COMPOSITIONS |
| WO2003013245A1 (en) | 2001-08-07 | 2003-02-20 | Wisconsin Alumni Research Foundation | Polyamines and analogs for protecting cells during cancer chemotherapy and radiotherapy |
| JP2005506354A (en) | 2001-10-16 | 2005-03-03 | スリル バイオメディカル コーポレイション | Oligoamine compounds and their derivatives for cancer treatment |
| EP4257581A1 (en) * | 2018-01-30 | 2023-10-11 | Panbela Therapeutics, Inc. | Methods for producing (6s,15s)-3,8,13,18-tetraazaicosane-6,15-diol |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU628174B2 (en) * | 1989-05-23 | 1992-09-10 | Merrell Dow Pharmaceuticals Inc. | A method of potentiating cell-mediated immunity utilizing polyamine derivatives |
-
1992
- 1992-10-05 GB GB929220921A patent/GB9220921D0/en active Pending
-
1993
- 1993-09-10 EP EP93921461A patent/EP0662829A1/en not_active Ceased
- 1993-09-10 KR KR1019950701292A patent/KR950703335A/en not_active Application Discontinuation
- 1993-09-10 NZ NZ256254A patent/NZ256254A/en unknown
- 1993-09-10 WO PCT/US1993/008517 patent/WO1994007480A1/en not_active Application Discontinuation
- 1993-09-10 HU HU9500982A patent/HUT72663A/en unknown
- 1993-09-10 CA CA002146319A patent/CA2146319A1/en not_active Abandoned
- 1993-09-10 JP JP6509077A patent/JPH08512279A/en active Pending
- 1993-09-10 AU AU48547/93A patent/AU4854793A/en not_active Abandoned
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