NZ237249A - Veterinary compositions of 3-guanidinopropionic acid - Google Patents
Veterinary compositions of 3-guanidinopropionic acidInfo
- Publication number
- NZ237249A NZ237249A NZ237249A NZ23724991A NZ237249A NZ 237249 A NZ237249 A NZ 237249A NZ 237249 A NZ237249 A NZ 237249A NZ 23724991 A NZ23724991 A NZ 23724991A NZ 237249 A NZ237249 A NZ 237249A
- Authority
- NZ
- New Zealand
- Prior art keywords
- gpa
- mice
- insulin
- glucose
- see
- Prior art date
Links
- KMXXSJLYVJEBHI-UHFFFAOYSA-N 3-guanidinopropanoic acid Chemical group NC(=[NH2+])NCCC([O-])=O KMXXSJLYVJEBHI-UHFFFAOYSA-N 0.000 title claims abstract description 76
- 239000000203 mixture Substances 0.000 title description 11
- 238000000034 method Methods 0.000 claims abstract description 9
- 241001465754 Metazoa Species 0.000 claims description 16
- 230000003247 decreasing effect Effects 0.000 claims description 14
- 230000007423 decrease Effects 0.000 claims description 10
- 210000003205 muscle Anatomy 0.000 claims description 10
- 230000037213 diet Effects 0.000 claims description 6
- 235000005911 diet Nutrition 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- 238000013268 sustained release Methods 0.000 claims description 4
- 239000012730 sustained-release form Substances 0.000 claims description 4
- 238000002347 injection Methods 0.000 claims description 3
- 239000007924 injection Substances 0.000 claims description 3
- 239000008183 oral pharmaceutical preparation Substances 0.000 claims 1
- 208000030159 metabolic disease Diseases 0.000 abstract description 7
- 238000007910 systemic administration Methods 0.000 abstract description 2
- 241000699670 Mus sp. Species 0.000 description 39
- 239000008103 glucose Substances 0.000 description 39
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 37
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 description 30
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 24
- 206010012601 diabetes mellitus Diseases 0.000 description 20
- 210000004369 blood Anatomy 0.000 description 16
- 239000008280 blood Substances 0.000 description 16
- 230000037396 body weight Effects 0.000 description 16
- 102000004877 Insulin Human genes 0.000 description 15
- 108090001061 Insulin Proteins 0.000 description 15
- 229940125396 insulin Drugs 0.000 description 15
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 14
- 206010022489 Insulin Resistance Diseases 0.000 description 12
- 208000008589 Obesity Diseases 0.000 description 12
- 239000002253 acid Substances 0.000 description 12
- 201000001421 hyperglycemia Diseases 0.000 description 12
- 235000020824 obesity Nutrition 0.000 description 12
- 201000010099 disease Diseases 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 description 10
- 201000001320 Atherosclerosis Diseases 0.000 description 9
- 108010041872 Islet Amyloid Polypeptide Proteins 0.000 description 9
- 150000001408 amides Chemical class 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 206010020772 Hypertension Diseases 0.000 description 8
- 201000009104 prediabetes syndrome Diseases 0.000 description 8
- 206010060378 Hyperinsulinaemia Diseases 0.000 description 7
- 102000036770 Islet Amyloid Polypeptide Human genes 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 7
- 230000035877 hyperamylinemia Effects 0.000 description 7
- 230000003451 hyperinsulinaemic effect Effects 0.000 description 7
- 201000008980 hyperinsulinism Diseases 0.000 description 7
- 208000002705 Glucose Intolerance Diseases 0.000 description 6
- 241000282412 Homo Species 0.000 description 6
- 208000031226 Hyperlipidaemia Diseases 0.000 description 6
- 241000283984 Rodentia Species 0.000 description 6
- 230000009286 beneficial effect Effects 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 241000282693 Cercopithecidae Species 0.000 description 5
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 5
- 208000013016 Hypoglycemia Diseases 0.000 description 5
- 241000700159 Rattus Species 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 230000002218 hypoglycaemic effect Effects 0.000 description 5
- 230000006872 improvement Effects 0.000 description 5
- 150000002632 lipids Chemical class 0.000 description 5
- 235000020925 non fasting Nutrition 0.000 description 5
- 210000002966 serum Anatomy 0.000 description 5
- 210000001519 tissue Anatomy 0.000 description 5
- YHVFECVVGNXFKO-UHFFFAOYSA-N 4-guanidinobutanamide Chemical compound NC(=O)CCCNC(N)=N YHVFECVVGNXFKO-UHFFFAOYSA-N 0.000 description 4
- 230000003914 insulin secretion Effects 0.000 description 4
- XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 description 4
- 229960003105 metformin Drugs 0.000 description 4
- 210000002027 skeletal muscle Anatomy 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 241000251468 Actinopterygii Species 0.000 description 3
- 239000004475 Arginine Substances 0.000 description 3
- 229920002527 Glycogen Polymers 0.000 description 3
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 3
- 108090001030 Lipoproteins Proteins 0.000 description 3
- 102000004895 Lipoproteins Human genes 0.000 description 3
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 description 3
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 3
- 244000309466 calf Species 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000001684 chronic effect Effects 0.000 description 3
- 238000002405 diagnostic procedure Methods 0.000 description 3
- 208000035475 disorder Diseases 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229940096919 glycogen Drugs 0.000 description 3
- 230000003345 hyperglycaemic effect Effects 0.000 description 3
- 244000144977 poultry Species 0.000 description 3
- 238000002560 therapeutic procedure Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HZZVJAQRINQKSD-UHFFFAOYSA-N Clavulanic acid Natural products OC(=O)C1C(=CCO)OC2CC(=O)N21 HZZVJAQRINQKSD-UHFFFAOYSA-N 0.000 description 2
- 208000002249 Diabetes Complications Diseases 0.000 description 2
- 206010012655 Diabetic complications Diseases 0.000 description 2
- 206010018429 Glucose tolerance impaired Diseases 0.000 description 2
- 102100027670 Islet amyloid polypeptide Human genes 0.000 description 2
- 102000007330 LDL Lipoproteins Human genes 0.000 description 2
- 108010007622 LDL Lipoproteins Proteins 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
- 208000001280 Prediabetic State Diseases 0.000 description 2
- 210000000577 adipose tissue Anatomy 0.000 description 2
- HIMXGTXNXJYFGB-UHFFFAOYSA-N alloxan Chemical compound O=C1NC(=O)C(=O)C(=O)N1 HIMXGTXNXJYFGB-UHFFFAOYSA-N 0.000 description 2
- VREFGVBLTWBCJP-UHFFFAOYSA-N alprazolam Chemical compound C12=CC(Cl)=CC=C2N2C(C)=NN=C2CN=C1C1=CC=CC=C1 VREFGVBLTWBCJP-UHFFFAOYSA-N 0.000 description 2
- PLOPBXQQPZYQFA-AXPWDRQUSA-N amlintide Chemical compound C([C@@H](C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H]1NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CCCCN)CSSC1)[C@@H](C)O)C(C)C)C1=CC=CC=C1 PLOPBXQQPZYQFA-AXPWDRQUSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000003178 anti-diabetic effect Effects 0.000 description 2
- 229940125708 antidiabetic agent Drugs 0.000 description 2
- 239000003472 antidiabetic agent Substances 0.000 description 2
- 229940098164 augmentin Drugs 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 230000001364 causal effect Effects 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 208000029078 coronary artery disease Diseases 0.000 description 2
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000003745 diagnosis Methods 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 201000010063 epididymitis Diseases 0.000 description 2
- 210000002468 fat body Anatomy 0.000 description 2
- 230000037406 food intake Effects 0.000 description 2
- 238000007446 glucose tolerance test Methods 0.000 description 2
- 230000013595 glycosylation Effects 0.000 description 2
- 238000001990 intravenous administration Methods 0.000 description 2
- 210000004185 liver Anatomy 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 230000002503 metabolic effect Effects 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 210000000056 organ Anatomy 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 238000003127 radioimmunoassay Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 230000009469 supplementation Effects 0.000 description 2
- 208000024891 symptom Diseases 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- AOFUBOWZWQFQJU-SNOJBQEQSA-N (2r,3s,4s,5r)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol;(2s,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O.OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O AOFUBOWZWQFQJU-SNOJBQEQSA-N 0.000 description 1
- -1 3-GPA compound Chemical class 0.000 description 1
- 102100031126 6-phosphogluconolactonase Human genes 0.000 description 1
- 108010029731 6-phosphogluconolactonase Proteins 0.000 description 1
- 206010002383 Angina Pectoris Diseases 0.000 description 1
- 208000031295 Animal disease Diseases 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 206010009192 Circulatory collapse Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 208000004930 Fatty Liver Diseases 0.000 description 1
- 102000005915 GABA Receptors Human genes 0.000 description 1
- 108010005551 GABA Receptors Proteins 0.000 description 1
- 229940121931 Gluconeogenesis inhibitor Drugs 0.000 description 1
- 108010018962 Glucosephosphate Dehydrogenase Proteins 0.000 description 1
- 206010018473 Glycosuria Diseases 0.000 description 1
- 108010023302 HDL Cholesterol Proteins 0.000 description 1
- 206010019708 Hepatic steatosis Diseases 0.000 description 1
- 102000005548 Hexokinase Human genes 0.000 description 1
- 108700040460 Hexokinases Proteins 0.000 description 1
- 206010021143 Hypoxia Diseases 0.000 description 1
- 206010022562 Intermittent claudication Diseases 0.000 description 1
- 235000019687 Lamb Nutrition 0.000 description 1
- 241000282560 Macaca mulatta Species 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 208000010428 Muscle Weakness Diseases 0.000 description 1
- 206010049565 Muscle fatigue Diseases 0.000 description 1
- 206010028372 Muscular weakness Diseases 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 208000000474 Poliomyelitis Diseases 0.000 description 1
- 208000017442 Retinal disease Diseases 0.000 description 1
- 206010038923 Retinopathy Diseases 0.000 description 1
- 208000006011 Stroke Diseases 0.000 description 1
- 241000282898 Sus scrofa Species 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000002058 anti-hyperglycaemic effect Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000004283 biguanides Chemical class 0.000 description 1
- 210000000476 body water Anatomy 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 208000024980 claudication Diseases 0.000 description 1
- 238000004590 computer program Methods 0.000 description 1
- 229960003624 creatine Drugs 0.000 description 1
- 239000006046 creatine Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 208000010706 fatty liver disease Diseases 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- TUHVEAJXIMEOSA-UHFFFAOYSA-N gamma-guanidinobutyric acid Natural products NC(=[NH2+])NCCCC([O-])=O TUHVEAJXIMEOSA-UHFFFAOYSA-N 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 208000004104 gestational diabetes Diseases 0.000 description 1
- 230000004110 gluconeogenesis Effects 0.000 description 1
- 230000004153 glucose metabolism Effects 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 230000000910 hyperinsulinemic effect Effects 0.000 description 1
- 208000020346 hyperlipoproteinemia Diseases 0.000 description 1
- 230000007954 hypoxia Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000006362 insulin response pathway Effects 0.000 description 1
- 206010022498 insulinoma Diseases 0.000 description 1
- 208000017169 kidney disease Diseases 0.000 description 1
- 230000013190 lipid storage Effects 0.000 description 1
- 210000005228 liver tissue Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 230000005996 muscular dysfunction Effects 0.000 description 1
- 201000006938 muscular dystrophy Diseases 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 201000001119 neuropathy Diseases 0.000 description 1
- 230000007823 neuropathy Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001019 normoglycemic effect Effects 0.000 description 1
- 238000013116 obese mouse model Methods 0.000 description 1
- 229940100691 oral capsule Drugs 0.000 description 1
- 229940096978 oral tablet Drugs 0.000 description 1
- 239000007935 oral tablet Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 208000021255 pancreatic insulinoma Diseases 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 208000033808 peripheral neuropathy Diseases 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- ICFJFFQQTFMIBG-UHFFFAOYSA-N phenformin Chemical compound NC(=N)NC(=N)NCCC1=CC=CC=C1 ICFJFFQQTFMIBG-UHFFFAOYSA-N 0.000 description 1
- 229960003243 phenformin Drugs 0.000 description 1
- 239000000902 placebo Substances 0.000 description 1
- 229940068196 placebo Drugs 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 230000000291 postprandial effect Effects 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 238000011808 rodent model Methods 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 206010040560 shock Diseases 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 231100000240 steatosis hepatitis Toxicity 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- APIBROGXENTUGB-ZUQRMPMESA-M triphenyl-[(e)-3-phenylprop-2-enyl]phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C\C=C\C1=CC=CC=C1 APIBROGXENTUGB-ZUQRMPMESA-M 0.000 description 1
- 208000035408 type 1 diabetes mellitus 1 Diseases 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
Landscapes
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Diabetes (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48661590A | 1990-02-28 | 1990-02-28 | |
| PCT/US1991/000334 WO1991012799A1 (en) | 1990-02-28 | 1991-01-22 | Use of 3-guanidinopropionic acid in the treatment and prevention of metabolic disorders |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ237249A true NZ237249A (en) | 1994-09-27 |
Family
ID=26782896
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ237249A NZ237249A (en) | 1990-02-28 | 1991-02-27 | Veterinary compositions of 3-guanidinopropionic acid |
| NZ245541A NZ245541A (en) | 1990-02-28 | 1991-02-27 | Oral pharmaceutical composition containing 3-guanidinopropionic acid |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ245541A NZ245541A (en) | 1990-02-28 | 1991-02-27 | Oral pharmaceutical composition containing 3-guanidinopropionic acid |
Country Status (14)
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5356913A (en) * | 1990-02-09 | 1994-10-18 | The Upjohn Company | Use of insulin sensitizing agents to treat hypertension |
| DK0601001T3 (da) * | 1991-08-26 | 1997-10-20 | Upjohn Co | Flydende næringsmiddelprodukt indeholdende 3-guanidinopropionsyre. |
| US6008253A (en) * | 1991-08-26 | 1999-12-28 | The Upjohn Company | Use of 3-guanidinopropionic acid to increase endurance, stamina and exercise capacity in a mammal |
| JPH06510760A (ja) * | 1991-08-27 | 1994-12-01 | ジ・アップジョン・カンパニー | 代謝障害および代謝の治療法 |
| AU6950294A (en) * | 1993-05-14 | 1994-12-12 | Amira, Inc. | Treating body parts susceptible to ischemia using creatine analogs |
| US5808246A (en) * | 1995-09-25 | 1998-09-15 | Otis Elevator Company | Triac drive for three-phase line-powered linear induction motor elevator door operator |
| EP0854712B1 (en) * | 1995-10-11 | 2003-05-07 | Avicena Group, Inc. | Use of creatine analogues for the treatment of disorders of glucose metabolism |
| KR19990076594A (ko) * | 1995-12-22 | 1999-10-15 | 피터 존 기딩스 | Niddm 치료용 아미노구아니딘 |
| DE19622222A1 (de) * | 1996-06-03 | 1997-12-04 | Hoechst Ag | Verwendung von Inhibitoren des zellulären Na·+·/H·+·-Exchangers (NHE) zur Herstellung eines Medikament zur Normalisierung der Serumlipide |
| US20040122096A1 (en) * | 1996-06-03 | 2004-06-24 | Hoechst Aktiengesellschaft | Use of inhibitors of the cellular Na+/H+ exchanger (NHE) for preparing a medicament for normalizing serum lipids |
| CA2280871A1 (en) * | 1997-02-13 | 1998-08-20 | Valerie Piercy | Use of nitric oxide synthase inhibitors for the treatment of diabetes |
| US7910548B2 (en) * | 1997-06-06 | 2011-03-22 | Amylin Pharmaceuticals, Inc. | Methods for treating obesity |
| EP2070535B1 (en) | 1998-08-24 | 2015-07-08 | Kurokawa, Kiyoshi | Drugs for relieving carbonyl stress and peritoneal dialysates |
| US7014307B2 (en) * | 1998-11-09 | 2006-03-21 | Silverbrook Research Pty Ltd | Printing unit for an image recordal and generation apparatus |
| US20050027005A1 (en) * | 2003-08-02 | 2005-02-03 | Matthias Boldt | Nutrient compositions and methods for sustenance and promotion of positive metabolic energy levels in a targeted manner |
| US8506934B2 (en) | 2005-04-29 | 2013-08-13 | Robert I. Henkin | Methods for detection of biological substances |
| US7670849B2 (en) * | 2005-04-29 | 2010-03-02 | Henkin Robert I | Method for diagnosing insulin resistance from nasal secretions |
| JP4777225B2 (ja) * | 2006-12-04 | 2011-09-21 | キヤノン株式会社 | 吐出用液体及び吐出方法 |
| WO2008095136A2 (en) | 2007-01-31 | 2008-08-07 | Henkin Robert I | Methods for detection of biological substances |
| US8580801B2 (en) * | 2008-07-23 | 2013-11-12 | Robert I. Henkin | Phosphodiesterase inhibitor treatment |
| WO2012138214A1 (en) * | 2011-04-08 | 2012-10-11 | Brewster Lizzy Maritza | Beta-guanidinopropionic acid for the treatment of hypertension |
| CN106233141B (zh) | 2014-02-18 | 2018-08-21 | 罗伯特·I·汉金 | 用于诊断和治疗味觉或嗅觉的损失和/或失真的方法和组合物 |
| CN105963250A (zh) * | 2016-06-21 | 2016-09-28 | 俞力 | 一种口服葡萄糖溶液及其制备方法 |
| JP2023505687A (ja) * | 2019-12-11 | 2023-02-10 | インスピルナ，インコーポレーテッド | 癌の処置方法 |
| KR102615692B1 (ko) * | 2021-10-13 | 2023-12-19 | 주식회사 휴엔켐 | 베타-구아니디노프로피온산을 포함하는 간섬유화 예방 또는 치료용 조성물 |
| KR102822799B1 (ko) | 2022-11-09 | 2025-06-20 | 충남대학교산학협력단 | 베타-구아니디노프로피온산을 포함하는 장내 미생물 개선용 조성물 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA891509A (en) * | 1972-01-25 | Beecham Group Limited | Esters and amides of guanidine aliphatic acids | |
| GB1153424A (en) * | 1965-04-15 | 1969-05-29 | Horlicks Ltd | Pharmaceutical Compositions |
| GB1195199A (en) * | 1966-11-25 | 1970-06-17 | Horlicks Pharmaceuticals Ltd | Improvements in Compositions comprising Insulin. |
| GB1195200A (en) * | 1967-02-07 | 1970-06-17 | Horlicks Pharmaceuticals Ltd | Pharmaceutical Compositions. |
| US3843798A (en) * | 1973-03-12 | 1974-10-22 | Stanley Drug Products Inc | Methods and compositions for inducing resistance to bacterial infections |
| GB1552179A (en) * | 1976-11-02 | 1979-09-12 | Beecham Group Ltd | Pharmaceutical compositions for treating hyperglycaemia |
| DK0601001T3 (da) * | 1991-08-26 | 1997-10-20 | Upjohn Co | Flydende næringsmiddelprodukt indeholdende 3-guanidinopropionsyre. |
-
1991
- 1991-01-22 AU AU73165/91A patent/AU7316591A/en not_active Abandoned
- 1991-01-22 WO PCT/US1991/000334 patent/WO1991012799A1/en unknown
- 1991-02-27 KR KR1019920702067A patent/KR100190257B1/ko not_active Expired - Fee Related
- 1991-02-27 EP EP91905921A patent/EP0517820B1/en not_active Expired - Lifetime
- 1991-02-27 EP EP95117214A patent/EP0713699A2/en not_active Ceased
- 1991-02-27 NZ NZ237249A patent/NZ237249A/en unknown
- 1991-02-27 JP JP3505980A patent/JPH0825875B2/ja not_active Expired - Lifetime
- 1991-02-27 DK DK91905921.2T patent/DK0517820T3/da active
- 1991-02-27 AT AT91905921T patent/ATE141505T1/de not_active IP Right Cessation
- 1991-02-27 AU AU74850/91A patent/AU645076B2/en not_active Ceased
- 1991-02-27 CA CA002073873A patent/CA2073873C/en not_active Expired - Fee Related
- 1991-02-27 NZ NZ245541A patent/NZ245541A/en unknown
- 1991-02-27 DE DE69121561T patent/DE69121561T2/de not_active Expired - Fee Related
- 1991-02-27 ES ES91905921T patent/ES2090317T3/es not_active Expired - Lifetime
- 1991-02-27 WO PCT/US1991/001109 patent/WO1991012800A1/en active IP Right Grant
- 1991-02-28 ZA ZA911496A patent/ZA911496B/xx unknown
- 1991-06-10 US US07/712,862 patent/US5132324A/en not_active Expired - Fee Related
- 1991-08-14 US US07/780,432 patent/US5134164A/en not_active Expired - Fee Related
-
1995
- 1995-07-14 JP JP7178546A patent/JP2637712B2/ja not_active Expired - Lifetime
-
1996
- 1996-10-23 GR GR960402796T patent/GR3021424T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR3021424T3 (en) | 1997-01-31 |
| NZ245541A (en) | 1997-05-26 |
| JP2637712B2 (ja) | 1997-08-06 |
| KR100190257B1 (ko) | 1999-06-01 |
| DE69121561D1 (de) | 1996-09-26 |
| AU7485091A (en) | 1991-09-18 |
| EP0517820B1 (en) | 1996-08-21 |
| WO1991012799A1 (en) | 1991-09-05 |
| AU645076B2 (en) | 1994-01-06 |
| JPH0825875B2 (ja) | 1996-03-13 |
| WO1991012800A1 (en) | 1991-09-05 |
| EP0713699A2 (en) | 1996-05-29 |
| ES2090317T3 (es) | 1996-10-16 |
| US5132324A (en) | 1992-07-21 |
| EP0517820A1 (en) | 1992-12-16 |
| EP0713699A3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1996-07-10 |
| DE69121561T2 (de) | 1997-01-30 |
| ZA911496B (en) | 1991-12-24 |
| DK0517820T3 (da) | 1997-06-09 |
| CA2073873A1 (en) | 1991-08-29 |
| JPH05505189A (ja) | 1993-08-05 |
| ATE141505T1 (de) | 1996-09-15 |
| JPH0820534A (ja) | 1996-01-23 |
| AU7316591A (en) | 1991-09-18 |
| US5134164A (en) | 1992-07-28 |
| CA2073873C (en) | 1996-10-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU645076B2 (en) | Use of 3-guanidinopropionic acid in the treatment and prevention of metabolic disorders | |
| AU2407592A (en) | A method for treatment of metabolic disorders | |
| EP0601001B1 (en) | Liquid food product containing 3-guanidinopropionic acid | |
| US5240961A (en) | Method of treating reduced insulin-like growth factor and bone loss associated with aging | |
| CA2039194C (en) | Uses of l-deprenyl and compositions for same | |
| JP2008534599A (ja) | 高齢者の骨格筋量減少を防止又は改善するためのアミノ酸含有組成物 | |
| Tessari | Changes in protein, carbohydrate, and fat metabolism with aging: possible role of insulin | |
| US5552442A (en) | Therapeutic applications of clenbuterol | |
| JP2022501321A (ja) | インスリン抵抗性及び／又は糖尿病の予防のための、ヒスチジンとグリシンと他のアミノ酸の使用 | |
| EP0308157A2 (en) | Therapeutic applications of beta-adrenergic agonists | |
| EP0918469B1 (en) | Methods and compositions for increasing the anaerobic working capacity in tissues | |
| US5599841A (en) | Use of 3-guanidinopropionic acid in the treatment and prevention of metabolic disorders | |
| US20160058833A1 (en) | Composition Including the HIP/PAP Protein or One of the Derivatives Thereof for Treating Insulin Resistance | |
| US5530029A (en) | Therapeutic applications of clenbuterol | |
| Chan et al. | Protein turnover in insulin-treated, alloxan-diabetic lean and obese Zucker rats | |
| US6008253A (en) | Use of 3-guanidinopropionic acid to increase endurance, stamina and exercise capacity in a mammal | |
| JPH06510753A (ja) | インスリン欠乏哺乳動物治療用のインスリンおよびアミリンを含有する組成物 | |
| Stewart et al. | Carbohydrate metabolism in phenylketonuria | |
| Thompson et al. | Insulin during infancy attenuates insulin-induced hypoglycemia in adult male rats | |
| Biolo et al. | Muscle mass and protein metabolism |