The present disclosure generally relates to compounds useful as immunomodulators. Provided herein are compounds, compositions comprising such compounds, and methods of their use. The disclosure further pertains to pharmaceutical compositions comprising at least one compound according to the disclosure that are useful for the treatment of various diseases, including cancer and infectious diseases.

A fluorine-containing ether compound represented by R.sup.1—R.sup.2—CH.sub.2—R.sup.3—CH.sub.2—R.sup.4—R.sup.5 is provided. (R.sup.3 is a perfluoropolyether chain; R.sup.1 and R.sup.5 are each independently any one of an alkyl group that may have a substituent, an organic group having at least one double bond or at least one triple bond, and a hydrogen atom; and —R.sup.2—CH.sub.2—R.sup.3 is represented by Formula (2), and R.sup.3—CH.sub.2—R.sup.4— is represented by Formula (3))
-[A]-[B]—O—CH.sub.2—R.sup.3  (2)
R.sup.3—CH.sub.2—O—[C]-[D]-  (3)
([A] is represented by Formula (4), [B] is represented by Formula (5), [C] is represented by Formula (6), [D] is represented by Formula (7), and in the formula, a and b are integers of 0 to 2, c is an integer of 2 to 5, d and f are integers of 0 to 2, and e is an integer of 2 to 5, and at least one of b and d in the formula is 1 or more) ##STR00001##

Embodiments described herein provide a compound that may be used in a variety of applications such as corrosion inhibition, additives for metalworking, mining reagents, epoxy curatives, emulsifiers, fuel or lubricant additives, surfactant manufacture, acid scavengers and asphalt additives. The compound has the following structure:

##STR00001## where R.sub.1 is a methoxy group, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are independently a hydrogen atom or an alkyl group, and R.sub.6 is an aminomethyl group.

Embodiments described herein provide a compound that may be used in a variety of applications such as corrosion inhibition, additives for metalworking, mining reagents, epoxy curatives, emulsifiers, fuel or lubricant additives, surfactant manufacture, acid scavengers and asphalt additives. The compound has the following structure:

##STR00001## where R.sub.1 is a methoxy group, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are independently a hydrogen atom or an alkyl group, and R.sub.6 is an aminomethyl group.

A phenoxy carboxylic acid compound, its pharmaceutically acceptable salt or ester, stereoisomer, prodrug, hydrate, solvate or crystal form, or metabolite form thereof, or any combination or mixture thereof; a pharmaceutical composition comprising the compound, its pharmaceutically acceptable salt or ester, stereoisomer, prodrug, hydrate, solvate or crystal form, or metabolite form thereof, or any combination or mixture thereof; and a medicinal use of the compound, its pharmaceutically acceptable salt or ester, stereoisomer, prodrug, hydrate, solvate or crystal form, or metabolite form thereof, or any combination or mixture thereof, for preventing and/or treatment of a metabolic disease (e.g., metabolic syndrome, non-alcoholic fatty liver disease, and/or diabetes mellitus).

A phenoxy carboxylic acid compound, its pharmaceutically acceptable salt or ester, stereoisomer, prodrug, hydrate, solvate or crystal form, or metabolite form thereof, or any combination or mixture thereof; a pharmaceutical composition comprising the compound, its pharmaceutically acceptable salt or ester, stereoisomer, prodrug, hydrate, solvate or crystal form, or metabolite form thereof, or any combination or mixture thereof; and a medicinal use of the compound, its pharmaceutically acceptable salt or ester, stereoisomer, prodrug, hydrate, solvate or crystal form, or metabolite form thereof, or any combination or mixture thereof, for preventing and/or treatment of a metabolic disease (e.g., metabolic syndrome, non-alcoholic fatty liver disease, and/or diabetes mellitus).

The present invention provides an amidite compound represented by formula (1) which enables a synthesis of RNA with high purity, and the method for preparing a polynucleotide by using the same compound. (In the formula (1), wherein R represents the following formula (wherein R.sup.a and R.sup.b are identical to or different from each other and each represents a methyl group, an ethyl group, or a hydrogen atom, with the proviso that R.sup.a and R.sup.b does not represent a hydrogen atom, n is an integer of 1 to 5), and B.sup.a represents a group containing optionally protected nucleobase structure, and G.sup.1 and G.sup.2 are identical to or different from each other and each represents a protecting group for a hydroxy group, and G.sup.3 are identical to or different from each other and each represents an alkyl group. ##STR00001##

The present invention provides an amidite compound represented by formula (1) which enables a synthesis of RNA with high purity, and the method for preparing a polynucleotide by using the same compound. (In the formula (1), wherein R represents the following formula (wherein R.sup.a and R.sup.b are identical to or different from each other and each represents a methyl group, an ethyl group, or a hydrogen atom, with the proviso that R.sup.a and R.sup.b does not represent a hydrogen atom, n is an integer of 1 to 5), and B.sup.a represents a group containing optionally protected nucleobase structure, and G.sup.1 and G.sup.2 are identical to or different from each other and each represents a protecting group for a hydroxy group, and G.sup.3 are identical to or different from each other and each represents an alkyl group. ##STR00001##

The present invention provides an amidite compound represented by formula (1) which enables a synthesis of RNA with high purity, and the method for preparing a polynucleotide by using the same compound. (In the formula (1), wherein R represents the following formula (wherein R.sup.a and R.sup.b are identical to or different from each other and each represents a methyl group, an ethyl group, or a hydrogen atom, with the proviso that R.sup.a and R.sup.b does not represent a hydrogen atom, n is an integer of 1 to 5), and B.sup.a represents a group containing optionally protected nucleobase structure, and G.sup.1 and G.sup.2 are identical to or different from each other and each represents a protecting group for a hydroxy group, and G.sup.3 are identical to or different from each other and each represents an alkyl group.

##STR00001##

The present invention provides an amidite compound represented by formula (1) which enables a synthesis of RNA with high purity, and the method for preparing a polynucleotide by using the same compound. (In the formula (1), wherein R represents the following formula (wherein R.sup.a and R.sup.b are identical to or different from each other and each represents a methyl group, an ethyl group, or a hydrogen atom, with the proviso that R.sup.a and R.sup.b does not represent a hydrogen atom, n is an integer of 1 to 5), and B.sup.a represents a group containing optionally protected nucleobase structure, and G.sup.1 and G.sup.2 are identical to or different from each other and each represents a protecting group for a hydroxy group, and G.sup.3 are identical to or different from each other and each represents an alkyl group.

##STR00001##