Claims
- 1. A compound of the formula (I): wherein:A is a group of the formula —PO3H, —SO3H, —OPO—(OH)2—OSO2OH, or —SH, or pharmaceutically acceptable salt thereof or physiologically hydrolyzable derivative thereof, R1 is H, a linear or branched lower alkyl, an arylalkyl or an alkenyl, R2 is H, a linear or branched lower alkyl, an alkenyl, an arylalkyl, an acyl, a carbonate ester, an allyloxy carbonyl, a cycloalkoxycarbonyl, an unsubstituted arylalkoxycarbonyl or a substituted arylalkoxycarbonyl, or R1 and R2 taken together form, with the nitrogen to which they are attached, a 5 to 7 membered ring, and L1 and L2 are, independently, a hydrocarbon linking group, a cycloalkyl, or an interphenylene, with the provisos that the compound of formula I is 4-amino N-(2-mercaptoethyl)butanamide, or 3-amino N-(3-mercaptopropyl)propionamide;or pharmaceutically acceptable salt thereof, unionized form thereof and at least one of R1 and R2 is an alkyl or at least one L1 and L2 is not —(CH2)2— or —(CH2)3—.
- 2. The compound of claim 1 whereinA is a group of the formula —PO3H, —SO3H, —OPO—(OH)2, —OSO2OH, or —SH, or pharmaceutically acceptable salt thereof or physiologically hydrolyzable (C1-C4)alkyl or arylalkyl ester thereof, R1 is H, a linear or branched (C1 to C6)alkyl, a substituted or unsubstituted phenyl(C1-C4)alkyl, or a (C2-C6) alkenyl; R2 is H, a linear or branched (C1 to C6)alkyl, a (C2-C6)alkenyl, a substituted or unsubstituted phenyl (C1-C4)alkyl, an acetyl, benzoyl or arylsulfonyl, a (C1-C7)alkoxycarbonyl, —OCOCH2CH═CH2, a (C3-C8)cyclo(C1-C8)alkoxycarbonyl, —OCOCH2C6H5 or a substituted arylalkoxycarbonyl wherein the substituent is a halogen, a nitro group, an amino group or a methoxyl group; or R1 and R2 taken together form, with the nitrogen to which they are attached, a 5 to 7 membered ring; and L1 and L2 are, independently, a linear or branched chain alkyl of the formula —(CnH2n)— wherein n is 1 to 8; a cycloalkyl of 3 to 8 carbon atoms, or an interphenylene, with the provisos that the compound of formula I is 4-amino N-(2-mercaptoethyl)butanamide or 3-amino N-(3-mercaptopropyl)propionamide;or pharmaceutically acceptable salt thereof or unionized form thereof, and at least one of R1 and R2 is an alkyl or at least one of L1 and L2 is not —(CH2)2— or —(CH2)3—.
- 3. A compound of the formula (I): wherein:A is a group of the formula —PO3H, or —OSO2OH, or pharmaceutically acceptable salt thereof or physiologically hydrolyzable derivative thereof, R1 is H, a linear or branched lower alkyl, an arylalkyl or an alkenyl, R2 is H, a linear or branched lower alkyl, an alkenyl, an arylalkyl, an acyl, a carbonate ester, an allyloxy carbonyl, a cycloalkoxycarbonyl, an unsubstituted arylalkoxycarbonyl or a substituted arylalkoxycarbonyl, or R1 and R2taken together form, with the nitrogen to which they are attached, a 5 to 7 membered ring, and L1 and L2 are, independently, a hydrocarbon linking group, a cycloalkyl, or an interphenylene.
- 4. The compound of claim 3 whereinA is a group of the formula —PO3H, or —OSO2OH, or pharmaceutically acceptable salt thereof or physiologically hydrolyzable (C1-C4)alkyl or arylalkyl ester thereof; R1 is H, a linear or branched (C1 to C6)alkyl, a substituted or unsubstituted phenyl(C1-C4)alkyl, or a (C2-C6) alkenyl; R2 is H, a linear or branched (C1 to C6)alkyl, a (C2-C6)alkenyl, a substituted or unsubstituted phenyl (C1-C4)alkyl, an acetyl, benzoyl or arylsulfonyl, a (C1-C7)alkoxycarbonyl, —OCOCH2CH═CH2, a (C3-C8) cyclo (C1-C8) alkoxycarbonyl, —OCOCH2C6H5 or a substituted arylalkoxycarbonyl wherein the substituent is a halogen, a nitro group, an amino group or a methoxyl group; or R1 and R2 taken together form, with the nitrogen to which they are attached, a 5 to 7 membered ring; and L1 and L2 are, independently, a linear or branched chain alkyl of the formula —(CnH2n)— wherein n is 1 to 8; a cycloalkyl of 3 to 8 carbon atoms, or an interphenylene.
- 5. A pharmaceutical composition comprising the compound according to one of claims 1 or 3 and a pharmaceutically acceptable carrier.
Parent Case Info
This application is a continuation of Ser. No. 08/733,174 filed Oct. 17, 1996 now U.S. Pat. No. 6,007,819 which claims benefit of Ser. No. 60/005,336 filed Oct. 17, 1995.
US Referenced Citations (7)
| Number |
Name |
Date |
Kind |
|
3789125 |
Kuger et al. |
Jan 1974 |
A |
|
4102948 |
Feuer et al. |
Jul 1978 |
A |
|
4218404 |
Feuer et al. |
Aug 1980 |
A |
|
5085860 |
Junino et al. |
Feb 1992 |
A |
|
5578313 |
Knight et al. |
Nov 1996 |
A |
|
5643966 |
Knight et al. |
Jul 1997 |
A |
|
6007819 |
Taub et al. |
Dec 1999 |
A |
Foreign Referenced Citations (3)
| Number |
Date |
Country |
| 655598 |
Jul 1991 |
AU |
| 0 538 330 |
Oct 1995 |
EP |
| WO 9714306 |
Apr 1997 |
WO |
Non-Patent Literature Citations (1)
| Entry |
| Knight, G.D. et al. Seemingly Diverse Activities of B-Alethine. Cancer Research. Nov. 1, 1994. vol. 54, pp. 5636-5642. see especially Abstract. Figure 1 and p. 5636-5637. |
Provisional Applications (1)
|
Number |
Date |
Country |
|
60/005336 |
Oct 1995 |
US |
Continuations (1)
|
Number |
Date |
Country |
| Parent |
08/733174 |
Oct 1996 |
US |
| Child |
09/414071 |
|
US |
Patent Grant
6498150
