TWI324935B - - Google Patents

Info

Publication number

TWI324935B

TWI324935B TW91118344A TW91118344A TWI324935B TW I324935 B TWI324935 B TW I324935B TW 91118344 A TW91118344 A TW 91118344A TW 91118344 A TW91118344 A TW 91118344A TW I324935 B TWI324935 B TW I324935B

Authority

TW

Taiwan

Prior art keywords

sleep

melatonin

agent

quality

agents

Prior art date

2002-08-09

Links

• Espacenet
• Global Dossier
• Discuss

• YJPIGAIKUZMOQA-UHFFFAOYSA-N Melatonin Natural products COC1=CC=C2N(C(C)=O)C=C(CCN)C2=C1 YJPIGAIKUZMOQA-UHFFFAOYSA-N 0.000 claims description 72
• 229960003987 melatonin Drugs 0.000 claims description 72
• DRLFMBDRBRZALE-UHFFFAOYSA-N melatonin Chemical compound COC1=CC=C2NC=C(CCNC(C)=O)C2=C1 DRLFMBDRBRZALE-UHFFFAOYSA-N 0.000 claims description 72
• 230000007958 sleep Effects 0.000 claims description 68
• 239000003795 chemical substances by application Substances 0.000 claims description 36
• 230000003860 sleep quality Effects 0.000 claims description 26
• 239000003814 drug Substances 0.000 claims description 19
• 238000000034 method Methods 0.000 claims description 13
• 238000013265 extended release Methods 0.000 claims description 11
• 230000006872 improvement Effects 0.000 claims description 9
• 239000002249 anxiolytic agent Substances 0.000 claims description 7
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 7
• 229940088597 hormone Drugs 0.000 claims description 7
• 239000005556 hormone Substances 0.000 claims description 7
• 150000001875 compounds Chemical class 0.000 claims description 6
• VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims description 6
• 239000000932 sedative agent Substances 0.000 claims description 6
• 239000000164 antipsychotic agent Substances 0.000 claims description 5
• 239000003326 hypnotic agent Substances 0.000 claims description 5
• 229940124599 anti-inflammatory drug Drugs 0.000 claims description 4
• 201000010099 disease Diseases 0.000 claims description 4
• 239000000203 mixture Substances 0.000 claims description 4
• 239000008194 pharmaceutical composition Substances 0.000 claims description 4
• 230000000202 analgesic effect Effects 0.000 claims description 3
• 239000002260 anti-inflammatory agent Substances 0.000 claims description 3
• 239000002220 antihypertensive agent Substances 0.000 claims description 3
• 229940005529 antipsychotics Drugs 0.000 claims description 3
• 230000000949 anxiolytic effect Effects 0.000 claims description 3
• 229940005530 anxiolytics Drugs 0.000 claims description 3
• 229960003638 dopamine Drugs 0.000 claims description 3
• 239000002552 dosage form Substances 0.000 claims description 3
• 238000009472 formulation Methods 0.000 claims description 3
• 229940125723 sedative agent Drugs 0.000 claims description 3
• 230000001624 sedative effect Effects 0.000 claims description 3
• 239000004925 Acrylic resin Substances 0.000 claims description 2
• 229920000178 Acrylic resin Polymers 0.000 claims description 2
• 229940030600 antihypertensive agent Drugs 0.000 claims description 2
• 239000008280 blood Substances 0.000 claims description 2
• 210000004369 blood Anatomy 0.000 claims description 2
• 239000003381 stabilizer Substances 0.000 claims description 2
• 239000000126 substance Substances 0.000 claims description 2
• 230000001225 therapeutic effect Effects 0.000 claims description 2
• 229920005989 resin Polymers 0.000 claims 4
• 239000011347 resin Substances 0.000 claims 4
• 229920000877 Melamine resin Polymers 0.000 claims 1
• 238000012512 characterization method Methods 0.000 claims 1
• 238000005562 fading Methods 0.000 claims 1
• 210000004072 lung Anatomy 0.000 claims 1
• JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims 1
• 238000010899 nucleation Methods 0.000 claims 1
• 239000006215 rectal suppository Substances 0.000 claims 1
• 229940100618 rectal suppository Drugs 0.000 claims 1
• 239000013589 supplement Substances 0.000 claims 1
• 229940125725 tranquilizer Drugs 0.000 claims 1
• 239000003204 tranquilizing agent Substances 0.000 claims 1
• 230000002936 tranquilizing effect Effects 0.000 claims 1
• 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 description 39
• 206010022437 insomnia Diseases 0.000 description 38
• 229940068196 placebo Drugs 0.000 description 27
• 239000000902 placebo Substances 0.000 description 27
• 238000011282 treatment Methods 0.000 description 19
• 230000000694 effects Effects 0.000 description 14
• -1 busprione Chemical compound 0.000 description 13
• QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 12
• 239000005557 antagonist Substances 0.000 description 11
• 239000003112 inhibitor Substances 0.000 description 11
• 150000003839 salts Chemical class 0.000 description 11
• ZAFYATHCZYHLPB-UHFFFAOYSA-N zolpidem Chemical compound N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1 ZAFYATHCZYHLPB-UHFFFAOYSA-N 0.000 description 11
• 229960001475 zolpidem Drugs 0.000 description 11
• 208000019116 sleep disease Diseases 0.000 description 9
• KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 description 8
• 230000008859 change Effects 0.000 description 8
• 229940079593 drug Drugs 0.000 description 8
• 238000012360 testing method Methods 0.000 description 7
• XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 6
• 229940025084 amphetamine Drugs 0.000 description 6
• 230000008447 perception Effects 0.000 description 6
• 238000011084 recovery Methods 0.000 description 6
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• 230000004044 response Effects 0.000 description 6
• 230000035945 sensitivity Effects 0.000 description 6
• 229940076279 serotonin Drugs 0.000 description 6
• 230000004622 sleep time Effects 0.000 description 6
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• 239000003963 antioxidant agent Substances 0.000 description 5
• 239000003755 preservative agent Substances 0.000 description 5
• 230000004620 sleep latency Effects 0.000 description 5
• 210000003802 sputum Anatomy 0.000 description 5
• 208000024794 sputum Diseases 0.000 description 5
• DBGIVFWFUFKIQN-VIFPVBQESA-N (+)-Fenfluramine Chemical compound CCN[C@@H](C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-VIFPVBQESA-N 0.000 description 4
• DBGIVFWFUFKIQN-UHFFFAOYSA-N (+-)-Fenfluramine Chemical compound CCNC(C)CC1=CC=CC(C(F)(F)F)=C1 DBGIVFWFUFKIQN-UHFFFAOYSA-N 0.000 description 4
• 229940125709 anorectic agent Drugs 0.000 description 4
• 239000002830 appetite depressant Substances 0.000 description 4
• 229940049706 benzodiazepine Drugs 0.000 description 4
• 229960004597 dexfenfluramine Drugs 0.000 description 4
• 239000003085 diluting agent Substances 0.000 description 4
• DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 description 4
• 229960001582 fenfluramine Drugs 0.000 description 4
• 230000000147 hypnotic effect Effects 0.000 description 4
• 230000003340 mental effect Effects 0.000 description 4
• DHHVAGZRUROJKS-UHFFFAOYSA-N phentermine Chemical compound CC(C)(N)CC1=CC=CC=C1 DHHVAGZRUROJKS-UHFFFAOYSA-N 0.000 description 4
• DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 description 4
• 230000002035 prolonged effect Effects 0.000 description 4
• 239000002904 solvent Substances 0.000 description 4
• 229940124597 therapeutic agent Drugs 0.000 description 4
• AHOUBRCZNHFOSL-YOEHRIQHSA-N (+)-Casbol Chemical compound C1=CC(F)=CC=C1[C@H]1[C@H](COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-YOEHRIQHSA-N 0.000 description 3
• RTHCYVBBDHJXIQ-MRXNPFEDSA-N (R)-fluoxetine Chemical compound O([C@H](CCNC)C=1C=CC=CC=1)C1=CC=C(C(F)(F)F)C=C1 RTHCYVBBDHJXIQ-MRXNPFEDSA-N 0.000 description 3
• 102100022738 5-hydroxytryptamine receptor 1A Human genes 0.000 description 3
• 101710138638 5-hydroxytryptamine receptor 1A Proteins 0.000 description 3
• ZCKAMNXUHHNZLN-UHFFFAOYSA-N Chlorphentermine Chemical compound CC(C)(N)CC1=CC=C(Cl)C=C1 ZCKAMNXUHHNZLN-UHFFFAOYSA-N 0.000 description 3
• AHOUBRCZNHFOSL-UHFFFAOYSA-N Paroxetine hydrochloride Natural products C1=CC(F)=CC=C1C1C(COC=2C=C3OCOC3=CC=2)CNCC1 AHOUBRCZNHFOSL-UHFFFAOYSA-N 0.000 description 3
• 206010062519 Poor quality sleep Diseases 0.000 description 3
• 206010041349 Somnolence Diseases 0.000 description 3
• 239000002671 adjuvant Substances 0.000 description 3
• 230000001430 anti-depressive effect Effects 0.000 description 3
• 239000000935 antidepressant agent Substances 0.000 description 3
• 229940005513 antidepressants Drugs 0.000 description 3
• 230000003078 antioxidant effect Effects 0.000 description 3
• 229950007046 chlorphentermine Drugs 0.000 description 3
• TZWKUQDQKPYNLL-UHFFFAOYSA-N cloforex Chemical compound CCOC(=O)NC(C)(C)CC1=CC=C(Cl)C=C1 TZWKUQDQKPYNLL-UHFFFAOYSA-N 0.000 description 3
• 229950008294 cloforex Drugs 0.000 description 3
• 239000008139 complexing agent Substances 0.000 description 3
• 238000013329 compounding Methods 0.000 description 3
• 208000035475 disorder Diseases 0.000 description 3
• 239000000839 emulsion Substances 0.000 description 3
• 229960002464 fluoxetine Drugs 0.000 description 3
• 229960002296 paroxetine Drugs 0.000 description 3
• PZJBWSQQDMRZHY-UHFFFAOYSA-N picilorex Chemical compound CC1NC(C2CC2)CC1C1=CC=C(Cl)C=C1 PZJBWSQQDMRZHY-UHFFFAOYSA-N 0.000 description 3
• 229950003624 picilorex Drugs 0.000 description 3
• 238000002360 preparation method Methods 0.000 description 3
• 230000002335 preservative effect Effects 0.000 description 3
• 230000035807 sensation Effects 0.000 description 3
• 229960002073 sertraline Drugs 0.000 description 3
• VGKDLMBJGBXTGI-SJCJKPOMSA-N sertraline Chemical compound C1([C@@H]2CC[C@@H](C3=CC=CC=C32)NC)=CC=C(Cl)C(Cl)=C1 VGKDLMBJGBXTGI-SJCJKPOMSA-N 0.000 description 3
• 229940126585 therapeutic drug Drugs 0.000 description 3
• SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 description 2
• YAGBSNMZQKEFCO-SNVBAGLBSA-N (2r)-n-ethyl-1-phenylpropan-2-amine Chemical compound CCN[C@H](C)CC1=CC=CC=C1 YAGBSNMZQKEFCO-SNVBAGLBSA-N 0.000 description 2
• OOBHFESNSZDWIU-GXSJLCMTSA-N (2s,3s)-3-methyl-2-phenylmorpholine Chemical compound C[C@@H]1NCCO[C@H]1C1=CC=CC=C1 OOBHFESNSZDWIU-GXSJLCMTSA-N 0.000 description 2
• DIWRORZWFLOCLC-HNNXBMFYSA-N (3s)-7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one Chemical compound N([C@H](C(NC1=CC=C(Cl)C=C11)=O)O)=C1C1=CC=CC=C1Cl DIWRORZWFLOCLC-HNNXBMFYSA-N 0.000 description 2
• KWTSXDURSIMDCE-MRVPVSSYSA-N (R)-amphetamine Chemical compound C[C@@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-MRVPVSSYSA-N 0.000 description 2
• SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical compound N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 description 2
• GDLIGKIOYRNHDA-UHFFFAOYSA-N Clomipramine Chemical compound C1CC2=CC=C(Cl)C=C2N(CCCN(C)C)C2=CC=CC=C21 GDLIGKIOYRNHDA-UHFFFAOYSA-N 0.000 description 2
• WYCLKVQLVUQKNZ-UHFFFAOYSA-N Halazepam Chemical compound N=1CC(=O)N(CC(F)(F)F)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 WYCLKVQLVUQKNZ-UHFFFAOYSA-N 0.000 description 2
• WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
• PHVGLTMQBUFIQQ-UHFFFAOYSA-N Nortryptiline Chemical compound C1CC2=CC=CC=C2C(=CCCNC)C2=CC=CC=C21 PHVGLTMQBUFIQQ-UHFFFAOYSA-N 0.000 description 2
• RMUCZJUITONUFY-UHFFFAOYSA-N Phenelzine Chemical compound NNCCC1=CC=CC=C1 RMUCZJUITONUFY-UHFFFAOYSA-N 0.000 description 2
• 208000032140 Sleepiness Diseases 0.000 description 2
• 239000000556 agonist Substances 0.000 description 2
• 230000036626 alertness Effects 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
• 229960004538 alprazolam Drugs 0.000 description 2
• 229960000836 amitriptyline Drugs 0.000 description 2
• KRMDCWKBEZIMAB-UHFFFAOYSA-N amitriptyline Chemical compound C1CC2=CC=CC=C2C(=CCCN(C)C)C2=CC=CC=C21 KRMDCWKBEZIMAB-UHFFFAOYSA-N 0.000 description 2
• VIROVYVQCGLCII-UHFFFAOYSA-N amobarbital Chemical compound CC(C)CCC1(CC)C(=O)NC(=O)NC1=O VIROVYVQCGLCII-UHFFFAOYSA-N 0.000 description 2
• 229960002519 amoxapine Drugs 0.000 description 2
• QWGDMFLQWFTERH-UHFFFAOYSA-N amoxapine Chemical compound C12=CC(Cl)=CC=C2OC2=CC=CC=C2N=C1N1CCNCC1 QWGDMFLQWFTERH-UHFFFAOYSA-N 0.000 description 2
• 208000022531 anorexia Diseases 0.000 description 2
• 150000001557 benzodiazepines Chemical class 0.000 description 2
• SNPPWIUOZRMYNY-UHFFFAOYSA-N bupropion Chemical compound CC(C)(C)NC(C)C(=O)C1=CC=CC(Cl)=C1 SNPPWIUOZRMYNY-UHFFFAOYSA-N 0.000 description 2
• 229960001058 bupropion Drugs 0.000 description 2
• ZRIHAIZYIMGOAB-UHFFFAOYSA-N butabarbital Chemical compound CCC(C)C1(CC)C(=O)NC(=O)NC1=O ZRIHAIZYIMGOAB-UHFFFAOYSA-N 0.000 description 2
• 229960003609 cathine Drugs 0.000 description 2
• 229910000420 cerium oxide Inorganic materials 0.000 description 2
• 238000000546 chi-square test Methods 0.000 description 2
• 229960004782 chlordiazepoxide Drugs 0.000 description 2
• ANTSCNMPPGJYLG-UHFFFAOYSA-N chlordiazepoxide Chemical compound O=N=1CC(NC)=NC2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 ANTSCNMPPGJYLG-UHFFFAOYSA-N 0.000 description 2
• 229960002492 clobenzorex Drugs 0.000 description 2
• LRXXRIXDSAEIOR-ZDUSSCGKSA-N clobenzorex Chemical compound C([C@H](C)NCC=1C(=CC=CC=1)Cl)C1=CC=CC=C1 LRXXRIXDSAEIOR-ZDUSSCGKSA-N 0.000 description 2
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• XDDJGVMJFWAHJX-UHFFFAOYSA-N clorazepic acid Chemical compound C12=CC(Cl)=CC=C2NC(=O)C(C(=O)O)N=C1C1=CC=CC=C1 XDDJGVMJFWAHJX-UHFFFAOYSA-N 0.000 description 2
• HXCXASJHZQXCKK-UHFFFAOYSA-N clortermine Chemical compound CC(C)(N)CC1=CC=CC=C1Cl HXCXASJHZQXCKK-UHFFFAOYSA-N 0.000 description 2
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• 230000001149 cognitive effect Effects 0.000 description 2
• 206010061428 decreased appetite Diseases 0.000 description 2
• 230000006866 deterioration Effects 0.000 description 2
• UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 description 2
• 229960000632 dexamfetamine Drugs 0.000 description 2
• 238000003745 diagnosis Methods 0.000 description 2
• AAOVKJBEBIDNHE-UHFFFAOYSA-N diazepam Chemical compound N=1CC(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 AAOVKJBEBIDNHE-UHFFFAOYSA-N 0.000 description 2
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• XXEPPPIWZFICOJ-UHFFFAOYSA-N diethylpropion Chemical compound CCN(CC)C(C)C(=O)C1=CC=CC=C1 XXEPPPIWZFICOJ-UHFFFAOYSA-N 0.000 description 2
• 229960004890 diethylpropion Drugs 0.000 description 2
• 239000002804 dopamine agent Substances 0.000 description 2
• 229960005426 doxepin Drugs 0.000 description 2
• ODQWQRRAPPTVAG-GZTJUZNOSA-N doxepin Chemical compound C1OC2=CC=CC=C2C(=C/CCN(C)C)/C2=CC=CC=C21 ODQWQRRAPPTVAG-GZTJUZNOSA-N 0.000 description 2
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• 238000002474 experimental method Methods 0.000 description 2
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• CJOFXWAVKWHTFT-XSFVSMFZSA-N fluvoxamine Chemical compound COCCCC\C(=N/OCCN)C1=CC=C(C(F)(F)F)C=C1 CJOFXWAVKWHTFT-XSFVSMFZSA-N 0.000 description 2
• 230000006870 function Effects 0.000 description 2
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• JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 2
• BCGWQEUPMDMJNV-UHFFFAOYSA-N imipramine Chemical compound C1CC2=CC=CC=C2N(CCCN(C)C)C2=CC=CC=C21 BCGWQEUPMDMJNV-UHFFFAOYSA-N 0.000 description 2
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• XXVROGAVTTXONC-UHFFFAOYSA-N mefenorex Chemical compound ClCCCNC(C)CC1=CC=CC=C1 XXVROGAVTTXONC-UHFFFAOYSA-N 0.000 description 2
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• VRBKIVRKKCLPHA-UHFFFAOYSA-N nefazodone Chemical compound O=C1N(CCOC=2C=CC=CC=2)C(CC)=NN1CCCN(CC1)CCN1C1=CC=CC(Cl)=C1 VRBKIVRKKCLPHA-UHFFFAOYSA-N 0.000 description 2
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• 229960001158 nortriptyline Drugs 0.000 description 2
• BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 2
• 239000004031 partial agonist Substances 0.000 description 2
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• UMWAUEZOGHNSCH-UHFFFAOYSA-N pentorex Chemical compound CC(N)(C)C(C)C1=CC=CC=C1 UMWAUEZOGHNSCH-UHFFFAOYSA-N 0.000 description 2
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• 230000002441 reversible effect Effects 0.000 description 2
• 150000003335 secondary amines Chemical class 0.000 description 2
• UNAANXDKBXWMLN-UHFFFAOYSA-N sibutramine Chemical compound C=1C=C(Cl)C=CC=1C1(C(N(C)C)CC(C)C)CCC1 UNAANXDKBXWMLN-UHFFFAOYSA-N 0.000 description 2
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• 239000002689 soil Substances 0.000 description 2
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• ZSCDBOWYZJWBIY-UHFFFAOYSA-N trimipramine Chemical compound C1CC2=CC=CC=C2N(CC(CN(C)C)C)C2=CC=CC=C21 ZSCDBOWYZJWBIY-UHFFFAOYSA-N 0.000 description 2
• 230000002618 waking effect Effects 0.000 description 2
• NNJPGOLRFBJNIW-HNNXBMFYSA-N (-)-demecolcine Chemical compound C1=C(OC)C(=O)C=C2[C@@H](NC)CCC3=CC(OC)=C(OC)C(OC)=C3C2=C1 NNJPGOLRFBJNIW-HNNXBMFYSA-N 0.000 description 1
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