68 results about "Dithiolane" patented technology

PCT No. PCT / US96 / 11613 Sec. 371 Date Sep. 14, 1998 Sec. 102(e) Date Sep. 14, 1998 PCT Filed Jul. 12, 1996 PCT Pub. No. WO97 / 03945 PCT Pub. Date Feb. 6, 1997Compounds of formula (I) wherein: R1 is -(CR4R5)nC(O)O(CR4R5)mR6, -(CR4R5)nC(O)NR4(CR4R5)mR6, (CR4R5)nO(CR4R5)mR6, or -(CR4R5)rR6: W is alkynyl or 2 carbon atoms; R3 is H or R7; Z is C(O)R13, (CH2)0-1C(O)OR13, (CH2)0-1C(O)NR10R13, (CH2)0-1C(R8R8)OR8, -NHC(O)R7, (CH2)0-1NR10R13, NH[C(O)C(O)OR8], CH2NH[C(O)CNR10R13], CH2S(O)qR7, CH[S(O)qR7]2, dithiolane, (tetrazol-5-yl), thiazol-2-yl, [1,2,4]thiadiazol-5-yl, [1,3,4]oxadiazol-2-yl, imidazol-2-yl, oxazol-2-yl, or (3- or 5-oxadiazolyl[1,2,4]; R7 is -(CR4R5)qR11 or C1-6 alkyl wherein the R11 or C1-6 alkyl group is unsubstituted or substituted one or more times by methyl or ethyl unsubstituted or substituted by 1-3 fluorines, -NR8R10, -CO2R8, -O(CH2qR8, -NR8C(O)R8 or R12; or the pharmaceutically acceptable salts thereof.

A compound of formula (I): wherein one of m and n represents 0, and the other represents 0, 1 or 2; k represents 0 or 1 to 12; R1 is hydrogen, an aryl, a heterocyclic, an alkyl, a hydroxy or -OR7, wherein R7 is an alkyl, an alkenyl or an aralkyl; A is -CON(R2)SO2-, wherein R2 is hydrogen, an alkyl or an aralkyl; B is a single bond; and pharmaceutically acceptable salts thereof. The compounds have the ability to enhance the activity of glutathione reductase and can therefore be used for the treatment and prevention of a variety of diseases including cataracts.

The present invention describes polymers containing 1,2-dithiolanes capable of acting as scavengers of free radicals, metals and reactive oxygen species. Also described are methods of synthesizing the antioxidant 1,2-dithiolane derivatives and polymerization thereof to produce biodegradable antioxidant polymers. The antioxidant polymers of the present invention may be used to treat diseases or conditions caused by oxidative stress and other free radical mediated conditions. The antioxidant polymers may also be used for the preparation of antioxidant particulate delivery devices of therapeutic agents.

The invention discloses an anti-tumor nano medicine based on cross-linking biodegradable polymer vesicae and a preparation method of the anti-tumor nano medicine. The anti-tumor nano medicine is prepared by loading a medicine on reversible cross-linking biodegradable polymer vesicae of asymmetric membrane structures; the medicine is a protein medicine, a polypeptide drug or a small molecule medicine; the reversible cross-linking biodegradable polymer vesicae of the asymmetric membrane structures are prepared from a polymer in a manner of self-assembling and cross-linking in sequence; the molecular chain of the polymer comprises a hydrophilic chain segment, a hydrophobic chain segment and PEI molecules which are connected in sequence; the hydrophobic chain segment comprises a polycarbonate chain segment and / or polyester chain segment; the medicine can be compounded and loaded under the electrostatic interaction of PEI; a membrane is reversible cross-linking biodegradable polyester / polycarbonate which is good in compatibility; dithiolane of a side chain is similar to a human body natural antioxidant lipoic acid; a shell takes PEG as a background and can target to cancer cells; the anti-tumor nano medicine has the potential to be a nano medicine system with advantages of simplicity, stability, multifunction and the like.

The present invention is directed to multiple a-lipoic acid-containing hydrophobic compounds (mALAs) capable of acting as scavengers of free radicals, metals and reactive oxygen species (ROS). Methods of synthesizing novel antioxidant mALAs, spontaneous emulsification or nanoprecipitaion thereof to produce antioxidant nanospheres and their use in preventing or treating diseases or conditions caused by oxidative stress and other free radical mediated conditions are also described. Another aspect of this invention is the use of these antioxidant nanospheres for the preparation of antioxidant particulate delivery system of therapeutic agents.

Cosmetic / sunscreen compositions contain a combination of at least one dibenzoylmethane sunscreen compound and a photostabilizing amount of at least one dithiolane compound of formula (I) below:

The thiol modified oligonucleotides have vast number of applications in the field of nucleic acid chemistry. The conjugates generated by mono thiol groups are unstable at higher temperature, in high salt concentration buffers and in presence other thiols. There is strong need to develop a novel thiol modifier probes that can generate multiple thiol groups. Described herein are efficient processes and compounds, dithiolane phosphoramidites derivative and dithiolane succinyl supports. The advantage of our cyclic disulfide thiol modifier is multifold a) each incorporation introduces two thiol groups; b) it can be introduced at any desired site of oligonucleotides; c) The symmetrical branching nature of the spacer in the linker arm of dithiolane allows for clean oligo synthesis, where cleavage of the linker arm and thereby of loss of oligo chain is prevented. We have successfully made 20-mer oligonucleotide containing single dithiolane derivative at 3′, and 21-mer oligonucleotides containing single dithiolane derivative at 5′ or in the middle of the mixed base sequence. HPLC and ESI MS analysis of these oligonucleotides indicated satisfactory purity and correct composition of these oligos, respectively.

The invention discloses a reversibly crosslinked biodegradable polymersome with an asymmetric membrane structure as well as a preparation method and application thereof to nucleic acid medicines. The polymersome and the preparation method have the advantages that a triblock polymer PEG-P(TMC-DTC)-PEI or PEG-P(DLLA-DTC)-PEI is synthesized and is self-assembled and self-crosslinked to obtain the polymersome with the asymmetric membrane structure or the triblock polymer is linked with a targeting molecule and is self-assembled to obtain targeting RCCPs; the inner shell of the polymersome is PEI and is used for compounding and loading nucleic acid through electrostatic interaction; a membrane is reversibly crosslinked biodegradable polyester / polycarbonate with good biocompatibility; dithiolane of a side chain is similar to a human body natural antioxidant lipoic acid; the outer shell of the polymersome takes PEG as the background and can target cancer cells; by studying that the carrier is compounded with functional siRNA and studying the gene silencing effects in vitro and vivo, in vivo blood circulation and bio-distribution, the condition of treating lung cancer in situ bearing mice and toxic and side effects of the polymersome, the polymersome is expected to become a nanosystem platform integrating the advantages of simplicity, stability, multifunction, and the like and is used for carrying out efficient and active targeting delivery on siRNA to tumors in situ.

A process for the manufacture of new crystalline salts of N-[2-(dimethylamino)ethyl]-1,2-dithiolane-3-pentanamide (racemic and chiral forms) is described. Such salts are stable, crystalline and have very good solubility in water. The salts exhibit antioxidant properties. They inhibit collagenase and elastase enzymes. They have excellent anti acne activity in addition tyrosinase inhibition. They are, by themselves and in combination with other known agents, important cosmetic ingredients.

The invention discloses a preparation method of a crosslinked nanodrug based on an active reaction type one-step method. The preparation method specifically comprises the following step: adding a polymer and a drug with sulfydryl into a solution to be mixed to dialyze to obtain a crosslinked nanodrug, wherein the side chain of the polymer contains a dithiolane structure. The circularly stable nanodrug can be obtained by simple preparation, so that the defects that in the prior art, a chemically bonded nanodrug is complex to prepare and needs a catalyst and the like are overcome. The product prepared by the invention has a stable crosslinking structure and avoids the problem that an existing chemically bonded nanodrug is not crosslinked; and on a B16F10 melanoma-loading model, the nanodrug shows a good curative effect, and the tumor inhibition rate exceeds 90%. The active targeted crosslinked nanodrug has a huge potential application in the field of cancer chemotherapy.

Dithiolane compounds having the structural formula (I):are useful for reinforcing and / or preserving the natural antioxidant protection of the skin against oxidative stress caused, especially, by UV radiation, e.g., by increasing the level of intracellular glutathione.

A process for the manufacture of new crystalline salts of N-[2-(dimethylamino)ethyl]-1,2-dithiolane-3-pentanamide (racemic and chiral forms) is described. Such salts are stable, crystalline and have very good solubility in water. The salts exhibit antioxidant properties. They inhibit collagenase and elastase enzymes. They have excellent anti acne activity in addition tyrosinase inhibition. They are, by themselves and in combination with other known agents, important cosmetic ingredients.

A compound represented by formula (I-1):wherein R21, R22, R23 and R24 each independently represent a hydrogen atom or a monovalent substituent, with the proviso that compounds, in which R21, R22, R23 and R24 each are an alkylthio group, are excluded; R21 and R22 and / or R23 and R24 each may bond to each other to form a ring, with the proviso that compounds, in which the formed ring is a dithiol ring or a dithiolane ring, are excluded;R25 and R26 each independently represent a hydrogen atom or a monovalent substituent;X21, X22, X23 and X24 each independently represent a hetero atom;compounds, wherein R21, R22, R23 and R24 each represent a cyan group; X21, X22, X23 and X24 each represent a sulfur atom; and R25 and R26 each represent a hydroxyl group or a hydrogen atom, are excluded; andcompounds, wherein R21 and R23 each represent a hydrogen atom; R22 and R24 each represent an arylcarbonyl group; X21, X22, X23 and X24 each represent a sulfur atom; and R25 and R26 each represent a hydroxyl group, are excluded; and an ultraviolet absorbent, which has molecular weight of 10,000 or less and molar extinction coefficient at the maximum absorption wavelength of the ultraviolet absorbent of 80,000 or more.

The present invention relates to solid compositions comprising a substance which improves nitric oxide (NO) availability, re. an NO donor or a precursor of the biosynthesis of nitric oxide or an direct or indirect NO agonist, with arginine being a preferred compound, in combination with a dithiolane, with ±-lipoic acid as a preferred compound, and its use for improvement of sexual function. The compositions according to the invention comprise the NO donor or its precursor in excess, based on the molar amount of the constituents. The compositions are also suited for the improvement of sexual function. In particular the present invention relates to the use of a dithiolane in combination with a NO donor or a precursor thereof for the preparation of a medication for treatment of sexual dysfunction.

A cosmetic regime or regimen for depigmenting, lightening and / or bleaching keratin materials, especially the skin, entails topically applying thereon a cosmetic composition containing a dithiolane compound of formula (I):in which:Y is O, NR1 or SR1 is a hydrogen atom; a C1-C20 alkyl radical or an optionally substituted phenyl radical;R is a hydrogen atom; or a C1-C20 alkyl radical, or an optionally substituted phenyl radical, or a C1-C8 alkyl radical containing an optionally substituted phenyl substituent;n=0 or 1 or 2;and also the salts, chelates, solvates and optical isomers thereof.

The invention discloses a vesicle nano-drug loaded with a chloroquine compound as well as a preparation method and application of the vesicle nano-drug. The vesicle nano-drug loaded with the chloroquine compound is prepared by taking a polymer and a chloroquine compound as raw materials, wherein the polymer comprises a hydrophilic chain segment and a hydrophobic chain segment; a side chain of the hydrophobic chain segment is dithiolane containing a disulfide bond. According to the vesicle nano-drug loaded with the chloroquine compound disclosed by the invention, a safe and efficient macrophage-targeted nano-drug is researched and developed for treating rheumatoid arthritis; polymer vesicles are designed for efficiently loading, carrying out targeted delivery and controlling to release drug hydroxychloroquine or chloroquine, so that the enrichment of the drug in cytoplasm is improved; M1M is re-polarized to M2M, so that secretion of proinflammatory cytokines is reduced and secretion of anti-inflammatory cytokines is increased; and the drug can be used for inhibiting DC activation and also can be used for removing ROS and enriching in inflammatory joints. In-vitro and in-vivo experiment results prove that the vesicle nano-drug loaded with the chloroquine compound can be used for carrying out targeted treatment on the rheumatoid arthritis.

The invention provides a benzoxazole linked triphenylimidazole polymer. The polymer is prepared by the following preparation steps: firstly, performing thioacetal protection on terephthalaldehyde, performing a benzoin condensation reaction, performing oxidation to obtain 4,4-di(1,3-dithiolane)bibenzoyl, performing imidazole ring formation, and performing deprotection to obtain 2,4,5-tris(4-formylphenyl)-1H-imidazole; and performing a reaction on the 2,4,5-tris(4-formylphenyl)-1H-imidazole and 1,7-diamine-6H,12H-5,11-dimethylbenzo[1,5]diaza-1,8-diol to obtain the benzoxazole linked triphenylimidazole polymer. The polymer provided by the invention is a solid adsorbent which is easy to prepare, and has low costs and a good adsorption effect, and the gas adsorption capacity is enhanced by enlargement of the specific surface area of the polymer.

Fuels, especially hydrocarbon fuels, and lubricants, especially lubricating oils, contain a class of anti-corrosion, anti-wear, anti-fatigue, and extreme pressure additives that are derived from 1,3-dithiolane-2-thiones.

Fuels, especially hydrocarbon fuels, and lubricants, especially lubricating oils, contain a class of anti-corrosion, anti-wear, anti-fatigue, and extreme pressure additives that are derived from 1,3-dithiolane-2-thiones.

The invention relates to 1,3-dithiolane derivatives, synthesis, a nano structure, an activity, and an application thereof as a lead dispelling agent. The invention discloses 16 1,3-dithiolane derivatives represented by the formula Ia-p, wherein in the formula the R1 represents 4-chlorophenyl, 4-methoxylphenyl, phenyl, 4-isopropylphenyl, 2,6-dimethoxylphenyl, 3,5-dimethoxylphenyl, or 2,4,6-trimethoxylphenyl, and the R2 represents CO2CH3 or CH2OH; and also discloses preparation, a nano structure, and a lead removing activity of the derivatives. So the 1,3-dithiolane derivatives are advantageously used as a lead dispelling agent in clinic.

Compositions of the invention comprise 1,2-dithiolane, dithiol and related compounds useful as therapeutic agents for the treatment and prevention of diseases and conditions associated with aberrant EGFR activity.

This invention is related to nucleic acid chemistry and describes novel 1,2-dithiolane functionalized nucleoside phosphoramidites (1, Chart 1) and corresponding solid supports (2, Chart 1). In addition to these derivatives, 1,2-dithiolane moiety can also be functionalized to at the various positions of the nucleobase and sugar part as shown in Schemes 1 to 8. The nucleosides of our invention carry a primary hydroxyl for DMTr (4,4′-dimethoxytrityl) function for chain elongation. Furthermore, the phosphoramidite function is attached at the 3′-hydroxyl of the nucleoside. This allows oligonucleotide chain extension under standard DNA and RNA synthesis chemistry conditions and techniques, thus leading to high quality oligonucleotides. These derivatives are useful for introduction of reactive thiol groups either at 3′- or 5′-end of the oligonucleotides on the solid supports such as gold, silver and quantum dots.

The invention discloses an antitumor drug compound having a structure of a formula I: 1-{4-[3-(1,2-dithiolane)]butyrylamino}formyl-5-fluorouracil and a preparation method thereof. The drug compound ofthe present invention contains a lipoic acid structure having strong penetrating ability to cells, and contains a 5-fluorouracil precursor structure capable of inhibiting deoxythymidylate synthase, the molecular metabolite 5-fluorouracil can inhibit and kill cancer cells, the 5-fluorouracil derivative has good anticancer activity, and can be used for preparing drugs for treating blood system cancer, solid tumor cancer, sarcoma, skin cancer or glioma.

The invention relates to lipoic acid cyclopentane multi-hydrogen phenanthrene ester C and pharmaceutical application thereof. The lipoic acid cyclopentane multi-hydrogen phenanthrene ester C is prepared from the raw material Panax ginseng C.A.Mey. by a method including the steps of crushing, yeast fermentation, high temperature and high pressure treatment, drying, chloroform extraction, silica gel column chromatography and recrystallization; the chemical name of the lipoic acid cyclopentane multi-hydrogen phenanthrene ester C is (3S,10R,13R)-17-((2R,E)-5-ethyl-6-methylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 5-(1,2-dithiolan-3-yl)pentanoate]. The invention provides application of the lipoic acid cyclopentane multi-hydrogen phenanthrene ester C to preparation of a medicine for treating hypertension.

The invention relates to a dithiolane-containing cis-anabasine compound and a preparation method and application thereof, in particular provides a compound with a structure shown in type (A) or a pesticide-pharmaceutically acceptable salt of the compound, and a preparation method and application thereof, and also relates to an agricultural composition comprising the compound or the pesticide-pharmaceutically acceptable salt of the compound, and application thereof. The compound has a high insecticidal activity to homoptera, lepidoptera and other agricultural and forestry pests such as aphids, whitefly, planthoppers and the like.