N-substituted p-menthane carboxamides

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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C558S414000, C558S415000, C514S522000, C514S613000, C514S624000

Reexamination Certificate

active

07414152

ABSTRACT:
Cooling compounds are provided having the formula:wherein, m is 0 or 1, Y and Z are selected independently from the group consisting of H, OH, C1-C4 straight or branched alkyl, and a C1-C4 straight or branched alkoxy, X is (CH2)n—R, where n is 0 or 1 and R is a group with non-bonding electrons, with the provisos that: (a) when Y and Z are H, X is not F, OH, MeO or NO2in the 4-position and is not OH in the 2 or 6-position (b) when Y or Z is H then X, Y and Z are such that(i) the groups in the 3- and 4-positions are not both OMe,(ii) the groups in the 4- and 5-positions are not both OMe,(iii) the groups in 3- and 5-positions are not OMe if the group in the 4-position is OH, and(iv) the groups in the 3- and 5-positions are not OH if the group in the 4-position is methyl.

REFERENCES:
patent: 4136163 (1979-01-01), Watson et al.
patent: 4150052 (1979-04-01), Watson et al.
patent: 1 457 671 (1976-12-01), None
patent: WO 2005/002582 (2005-01-01), None
H.R. Watson, et al., New Compounds With the Menthol Cooling Effect, J. Soc. Cosmet. Chem. 29 185 200(1978), p. 185-200.

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