Method for regulating hair growth

Details Method for regulating hair growth Method for regulating hair growth

2000-05-10

2002-09-17

Jarvis, William R. A. (Department: 1614)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Cyclopentanohydrophenanthrene ring system doai

C514S170000, C514S171000

Reexamination Certificate

active

06451777

ABSTRACT:

TECHNICAL FIELD
The present invention relates to a method for regulating the growth and loss of hair via the use of compositions containing a compound selected from the group consisting of lupane triterpenes, derivatives of lupane triterpenes, derivatives of oleanane triterpenes, derivatives of ursane triterpenes, and salts and mixtures thereof.
BACKGROUND
Society in general continues to attach a stigma to hair loss. As a result, men and women who suffer from hair loss often experience self-consciousness relating to the condition. Many methods of “curing” hair loss have been disclosed in the literature and several products claiming to regulate hair growth are currently marketed.
One approach for growing hair involves the much publicized use of minoxidil (Rogaine®)(6-(1-piperidinyl)-2,4-pyrimidinediamine 3-oxide), a potent antihypertensive agent, as a hair growth promoting agent (see U.S. Pat. Nos. 3,461,461; 3,973,061; 3,464,987; and 4,139,619). Unfortunately, not all people respond to monoxidil and the efficacy level is limited in those individuals who do exhibit a response.
Finasteride (Propecia®) is another currently marketed product for promoting hair growth. See EP 823436; U.S. Pat. No. 5,670,643; WO 97/15564; and WO 97/15558. Unfortunately, as with minoxidil, not all people respond to finesteride and the efficacy is limited in those people who do exhibit a response. Moreover, the use of finesteride has been associated with reduced libido, teratagenic effects and other side effects in certain individuals.
Another approach for “curing” hair loss involves a procedure of weaving synthetic or natural hair strands into the remaining hair strands of the subject. Such a procedure is time-consuming, expensive and requires follow-up re-weavings as the weaves loosen and/or the subject's existing hair strands grow. Furthermore, such a procedure does not cure hair loss, but merely masked the condition.
Another approach for treating hair loss is the use of hair plugs. This procedure involves the transplantation of terminal hair follicles from regions of normal hair growth on the subject's scalp to regions of thinning or no hair growth on the scalp. This procedure is time consuming, expensive and can be painful. Furthermore, the transplanted plugs, at least in the early stages following transplantation, produce an unnatural look to the scalp.
Thus, there is a need for an easily administered, efficacious agent for treating hair loss in a mammal, which agent has little or no undesirable side effects.
SUMMARY OF THE INVENTION
The present invention relates to a method for regulating hair growth. The method comprises the administration to a human of a composition containing from about 0.00001% to about 99.9% of a compound selected from the group consisting of selected from the group consisting of
a) lupane triterpenes having the structure:
Where R
1
is either
1) connected to the ring system via a single bond, either &agr;- or &bgr;- configuration, and is selected from the group consisting of: H, OH, R
4
, OR
4
, OCOR
4
, OCOOR
4
, OCONHR
4
, or OCON(R
4
)
2
: halogen where R
4
is independently selected from the group consisting of a) cyclic, straight chain or branched chain, saturated or unsaturated, substituted or unsubstituted alkyl groups containing from 1-20 carbons, where the alkyl group, if substituted, is substituted with a substituent selected from the group consisting of: i) halogens, ii) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen or sulfur, where the aryl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, OH, OR
4
, OCOR
4
, OCOOR
4
, OCONHR
4
, or OCON(R
4
)
2
iii) OH, iv), OR
4
, v) OCOR
4
, vi) OCOOR
4
, vii) OCONHR
4
, or viii) OCON(R
4
)
2
and b) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen or sulfur, where the aryl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, OH, OR
4
, OCOR
4
, OCOOR
4
, OCONHR
4
, or OCON(R
4
)
2
), or
2) connected to the ring system via a double bond and is selected from the group consisting of a)oxygen, b) sulfur and c) R
4
,
Where R
2
is selected from the group consisting of: CH
3
, CH
2
OH, CH
2
OR
4
, CHO, CO
2
H, CO
2
R
4
, COHNR
4
, CON(R
4
)
2
, CH
2
OCOR
4
where R
4
is independently selected from the group consisting of a) cyclic, straight chain or branched chain, saturated or unsaturated, substituted or unsubstituted alkyl groups containing from 1-20 carbons, where the alkyl group, if substituted, is substituted with a substituent selected from the group consisting of: i) halogens, ii) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen or sulfur, where the aryl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, OH, OR
4
, OCOR
4
, OCOOR
4
, OCONHR
4
, or OCON(R
4
)
2
iii) OH, iv), OR
4
, v) OCOR
4
, vi) OCOOR
4
, vii) OCONHR
4
, or viii) OCON(R
4
)
2
and b) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen or sulfur, where the aryl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, OH, OR
4
, OCOR
4
, OCOOR
4
, OCONHR
4
, or OCON(R
4
)
2
;
And where R
3
is selected from the group consisting of C(CH
3
)═CH
2
, CH(CH
3
)
2
, COCH
3
, CH(OH)CH
3
, CH
2
CH
3
, C(R
5
)(CH
3
)CH
2
R
5
, or C(CH
3
)
2
R
5
, CH(CH
3
)CH
2
R
5
, where R
5
is selected from the group consisting of OH and a halogen,
b) compounds having the structure:
where R
1
is selected from the following groups: CH
3
, CH
2
OH, CH
2
OR
5
, CHO, CO
2
H, CO
2
R
5
, COHNR
5
, CON(R
5
)
2
, and CH
2
OCOR
5
where R
5
is independently selected from the group consisting of 1) cyclic, straight chain or branched chain, saturated or unsaturated, substituted or unsubstituted alkyl groups containing from 1-20 carbons, where the alkyl group, if substituted, is substituted with a substituent selected from the group consisting of: a) halogens, b) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen or sulfur, where the aryl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, OH, OR
6
, OCOR
6
, OCOOR
6
, OCONHR
6
, or OCON(R
6
)
2
c) OH, d) OR
6
, e) OCOR
6
, f) OCOOR
6
, g) OCONHR
6
, or h) OCON(R
6
)
2
and 2) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen or sulfur, where the aryl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, OH, OR
6
, OCOR
6
, OCOOR
6
, OCONHR
6
, or OCON(R
6
)
2
);
where R
2
═CH
3
or H,
where R
3
═CH
3
or H,
where R
4
═CH
3
or H, and
where R
6
is independently selected from the group consisting of a) cyclic, straight chain or branched chain, saturated or unsaturated, substituted or unsubstituted alkyl groups having from 1-20 carbons, where the alkyl group, if substituted, is substituted with a substituent selected from the group consisting of halogens, alkyl groups, hydroxy groups, alkoxy groups and aryloxy groups and b) substituted or unsubstituted aryl groups comprising from 1 to 5 rings with or without heteroatoms, which heteroatoms are selected from the group consisting of nitrogen, oxygen and sulfur, where the aryl group, if substituted, is substituted with a sub

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