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  1. World Encyclopedia
  2. Benzotript - Wikipedia
Benzotript - Wikipedia
From Wikipedia, the free encyclopedia
Cholecystokinin antagonist

Pharmaceutical compound
Benzotript
Clinical data
Other namesBenzotrypt; CR-501; N-(p-Chlorobenzoyl)-L-tryptophan; N-(4-Chlorobenzoyl)-L-tryptophan; N-[(4-Chlorophenyl)carbonyl]tryptophan
Identifiers
IUPAC name
  • (2S)-2-[(4-chlorobenzoyl)amino]-3-(1H-indol-3-yl)propanoic acid
CAS Number
  • 39544-74-6
PubChem CID
  • 2060890
ChemSpider
  • 1553298
UNII
  • LS5O682BRO
ChEMBL
  • ChEMBL63544
CompTox Dashboard (EPA)
  • DTXSID501043305 Edit this at Wikidata
ECHA InfoCard100.049.528 Edit this at Wikidata
Chemical and physical data
FormulaC18H15ClN2O3
Molar mass342.78 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NC(=O)C3=CC=C(C=C3)Cl
InChI
  • InChI=1S/C18H15ClN2O3/c19-13-7-5-11(6-8-13)17(22)21-16(18(23)24)9-12-10-20-15-4-2-1-3-14(12)15/h1-8,10,16,20H,9H2,(H,21,22)(H,23,24)/t16-/m0/s1
  • Key:QJERBBQXOMUURJ-INIZCTEOSA-N

Benzotript (INNTooltip International Nonproprietary Name), also known as N-(p-chlorobenzoyl)-L-tryptophan, is a muscle relaxant that inhibits gastric secretion and was never marketed.[1][2] It is a tryptamine derivative and the N-(4-chlorobenzoyl) analogue of the amino acid tryptophan.[1] Similarly to proglumide (N2-benzoyl-N,N-dipropyl-α-glutamine), the drug acts as a competitive and non-selective cholecystokinin receptor antagonist.[2][3] Other more potent tryptophan derivatives have also been developed as cholecystokinin (CCK) antagonists.[2]

References

[edit]
  1. ^ a b Elks J (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 1262. ISBN 978-1-4757-2085-3. Retrieved 8 October 2024.
  2. ^ a b c Herranz R (September 2003). "Cholecystokinin antagonists: pharmacological and therapeutic potential". Med Res Rev. 23 (5): 559–605. doi:10.1002/med.10042. PMID 12789687.
  3. ^ Maton PN, Jensen RT, Gardner JD (January 1986). "Cholecystokinin antagonists". Horm Metab Res. 18 (1): 2–9. doi:10.1055/s-2007-1012212. PMID 2419234.
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Tryptamines
Tryptamines
  • 1-Methyl-DMT (1,N,N-TMT, 1-TMT)
  • 1-Methyl-T
  • 2-HO-NMT
  • 2-Methyl-DET
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  • 2-Methyl-iPALT (ASR-3002)
  • 2,N,N-TMT (2-methyl-DMT)
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  • DALT
  • DAT
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  • DET (T-9)
  • DHT
  • DiPT
  • DMT
  • DPT
  • E-6801
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  • EB-003
  • EiPT
  • EPT
  • FGIN-127
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  • Idalopirdine
  • iPALT (ALiPT; ASR-3003)
  • Lespedamine (1-MeO-DMT)
  • L-694247
  • MBT
  • McPT
  • MET
  • MiPT
  • MPT
  • MsBT
  • N-Benzyltryptamine (T-NB, NB-T)
  • N-DEAOP-NET
  • N-DEAOP-NMT
  • NAT
  • NBoc-DMT (NB-DMT)
  • NET/NETP
  • NHT
  • NiPT
  • NMT
  • NsBT
  • NtBT
  • PALT (ASR-3004)
  • PiPT
  • Rizatriptan
  • ST-1936 (2-Me-5-Cl-DMT)
  • Sumatriptan
  • TCS-1205
  • Tryptamine (T; indolylethylamine)
  • Tryptophan (Trp)
  • WAY-181187
  • Yuremamine
  • Z2876442907
  • ZCZ-011
  • Zolmitriptan
4-Hydroxytryptamines
and esters/ethers
  • 1-Methylpsilocin (CMY-16)
  • 4-AcO-DALT
  • 4-AcO-DET (ethacetin, ethylacybin)
  • 4-AcO-DiPT (ipracetin)
  • 4-AcO-DMT (psilacetin; O-acetylpsilocin)
  • 4-AcO-DPT (depracetin)
  • 4-AcO-EiPT (ethipracetin)
  • 4-AcO-EPT
  • 4-AcO-MALT
  • 4-AcO-McPT
  • 4-AcO-MET (metacetin)
  • 4-AcO-MiPT (mipracetin)
  • 4-AcO-MPT
  • 4-AcO-NMT
  • 4-AcO-TMT
  • 4-HO-5-MeO-T
  • 4-HO-DALT (daltocin)
  • 4-HO-DBT
  • 4-HO-DET (ethocin; CZ-74)
  • 4-HO-DiBT
  • 4-HO-DiPT (iprocin)
  • 4-HO-DPT (deprocin)
  • 4-HO-DsBT
  • 4-HO-EiBT (eibucin)
  • 4-HO-EiPT
  • 4-HO-EPT (eprocin)
  • 4-HO-MALT (maltocin)
  • 4-HO-MET (metocin)
  • 4-HO-McPT
  • 4-HO-McPeT
  • 4-HO-MiPT (miprocin)
  • 4-HO-MPT (meprocin)
  • 4-HO-MsBT
  • 4-HO-NALT
  • 4-HO-NBnT
  • 4-HO-NcHT
  • 4-HO-NET
  • 4-HO-NiPT
  • 4-HO-NBT (4-HO-NnBT)
  • 4-HO-NPT
  • 4-HO-NtBT
  • 4-HO-PiPT (piprocin)
  • 4-HO-TMT
  • 4-HT (dinorpsilocin)
  • 4-MeO-DET
  • 4-MeO-DiPT
  • 4-MeO-DMT
  • 4-MeO-MiPT
  • 4-MeO-T
  • 4-PrO-DiPT
  • 4-PrO-DMT
  • 4-PrO-MET
  • 4,5-DHT
  • 4,5-MDO-DMT
  • 4,5-MDO-DiPT
  • Aeruginascin (4-PO-TMT)
  • Baeocystin (4-PO-NMT)
  • EB-002 (EB-373)
  • Ethocybin (4-PO-DET; CEY-19)
  • Luvesilocin (4-GO-DiPT; RE-104; FT-104)
  • MSP-1014
  • Norbaeocystin (4-PO-T)
  • Norpsilocin (4-HO-NMT)
  • O-4310 (1-iPrO-6-F-psilocin)
  • Psilocin (4-HO-DMT; CX-59)
  • Psilocybin (4-PO-DMT; CY-39)
  • Psilomethoxin (4-HO-5-MeO-DMT)
  • Psilomethoxybin (4-PO-5-MeO-DMT)
  • RE-109 (4-GO-DMT)
5-Hydroxy- and
5-methoxytryptamines
  • 2-Methyl-5-HT
  • 2-Methyl-5-MeO-DALT
  • 4-HO-5-MeO-T
  • 4-F-5-MeO-DMT
  • 4,5-DHP-DMT
  • 4,5-DHT
  • 4,5-MDO-DMT
  • 4,5-MDO-DiPT
  • 5-BT
  • 5-Ethoxy-DMT
  • 5-HO-DET
  • 5-HO-DiPT
  • 5-HO-DPT
  • 5-HO-MET
  • 5-HO-NiPT
  • 5-HTP (oxitriptan)
  • 5-MeO-2-TMT
  • 5-MeO-34MPEMT
  • 5-MeO-7,N,N-TMT
  • 5-MeO-DALT
  • 5-MeO-DBT
  • 5-MeO-DET
  • 5-MeO-DiPT
  • 5-MeO-DMT (N,N,O-TMS; O-methylbufotenine)
  • 5-MeO-DPT
  • 5-MeO-EiPT
  • 5-MeO-EPT
  • 5-MeO-MALT
  • 5-MeO-MBT
  • 5-MeO-MET
  • 5-MeO-MiPT
  • 5-MeO-MsBT
  • 5-MeO-NET
  • 5-MeO-NiPT
  • 5-MeO-NMT (O,N-DMS)
  • 5-MeO-NsBT
  • 5-MeO-PiPT
  • 5-MeO-NBpBrT
  • 5-MeO-T (5-MT; mexamine; O-methylserotonin)
  • 5-MeO-T-NBOMe
  • 5-MeO-T-NB3OMe
  • 5-MTP (cytoguardin)
  • 5-NOT
  • 5-PhO-T (OVT2)
  • 5,6-DHT
  • 5,6-MDO-DiPT
  • 5,6-MDO-DMT
  • 5,6-MDO-MiPT
  • 5,6-MeO-MiPT
  • 5,7-DHT
  • Arachidonoyl serotonin
  • ASR-3001 (5-MeO-iPALT)
  • BAB
  • Benanserin (BAS; SQ-4788)
  • BGC20-761
  • Bufotenidine (5-HTQ; N,N,N-TMS)
  • Bufotenin (5-HO-DMT; N,N-DMS; mappine)
  • Bufoviridine (5-SO-DMT)
  • CP-132,484
  • Cqd 280
  • Cqd 285
  • Cqdd 280
  • Donitriptan
  • EMDT (2-Et-5-MeO-DMT)
  • HIOC
  • Indorenate (TR-3369)
  • IS-159
  • Isamide (N-CA-5-MT)
  • L-741604
  • MS-245
  • N-DEAOP-5-MeO-NET
  • N-DEAOP-5-MeO-NMT
  • N-Feruloylserotonin (moschamine)
  • NB-5-MeO-DALT
  • NB-5-MeO-MiPT
  • Norbufotenin (5-HO-NMT; NMS)
  • O-Acetylbufotenine (5-AcO-DMT)
  • O-Pivalylbufotenine (5-t-BuCO-DMT)
  • Psilomethoxin (4-HO-5-MeO-DMT)
  • Psilomethoxybin (4-PO-5-MeO-DMT)
  • Serotonin (5-HT)
N-Acetyltryptamines
  • 2-Iodomelatonin
  • 2-Phenylmelatonin
  • 5-Methoxyluzindole
  • 6-Chloromelatonin
  • 6-Fluoromelatonin
  • 6-Hydroxymelatonin
  • 6-Methoxymelatonin
  • 6,7-Dichloro-2-methylmelatonin
  • α-Methylmelatonin
  • Luzindole
  • Melatonin (N-Ac-O-Me-serotonin; N-Ac-5-MeO-T)
  • Normelatonin (N-acetylserotonin; NAS)
  • N-Acetyltryptamine
  • N-Butanoylmelatonin
  • N-Propionylmelatonin
  • Piromelatine
  • TIK-301 (LY-156735)
α-Alkyltryptamines
  • 1-Methyl-AMT
  • 2,α-DMT (2-Me-AMT)
  • 4-HO-αET
  • 4-HO-αMT (MP-14)
  • 4-Methyl-αET
  • 4-Methyl-αMT (MP-809)
  • 5-Chloro-αET (PAL-526)
  • 5-Chloro-αMT (PAL-542)
  • 5-Fluoro-αET (PAL-545)
  • 5-Fluoro-αMT (PAL-212; PAL-544)
  • 5-Methyl-αET
  • 6-Fluoro-αMT
  • 7-Chloro-αMT
  • 7-Me-αET
  • α-Methyltryptophan (αMTP)
  • α,N-DMT (N-Me-αMT; SKF-7024, Ro 3-1715)
  • α,N,N-TMT (α-Me-DMT; Alpha-N)
  • αET (etryptamine; Monase)
  • αMT (Indopan; IT-290; 3-API; 3-IT)
  • IPAP (α,N-DPT)
  • N-Hydroxy-AMT
  • Soclenicant (BNC-210; Ile–Trp)
  • 5-Hydroxy- and 5-alkoxy-α-alkyltryptamines: 1-Pr-5-MeO-AMT
  • 5-Allyloxy-AMT
  • 5-Ethoxy-αMT
  • 5-iPrO-αMT
  • 5-MeO-αET
  • 5-MeO-αMT (α,O-DMS; Alpha-O)
  • α-Methyl-5-HTP
  • α-Methylmelatonin
  • α-Methylserotonin (5-HO-αMT; α-Me-5-HT)
  • α,N,O-TMS (5-MeO-α,N-DMT)
  • α,N,N,O-TeMS (5-MeO-α,N,N-TMT)
  • AL-37350A (4,5-DHP-αMT)
  • BW-723C86
  • β-Keto-α-alkyltryptamines: BK-5Br-NM-AMT
  • BK-5Cl-NM-AMT
  • BK-5F-NM-AMT
  • BK-NM-AMT
α-Ketotryptamines
  • AB-CHMIATA
  • ADB-FUBIATA (ADB-FUBIACA)
  • ADB-IACA
  • AFUBIATA
  • CH-FUBIATA (CH-FUBIACA)
  • CH-HEXIATA
  • CH-IACA
  • CH-PIATA
  • CH-PIATA N-(4-carboxybutyl)
  • CH-PIATA N-(4-hydroxypentyl)
  • CHM-FUBIATA
Cyclized tryptamines
  • 5-MeO-IsoqT
  • Barettin
  • BML-190 (indomethacin morpholinylamide)
  • Cyclic 3-OHM
  • Ergolines and lysergamides (e.g., LSD)
  • Harmala alkaloids and β-carbolines (e.g., 5-methoxyharmalan, 6-MeO-THH, 6-methoxyharmalan, 9-Me-BC, β-carboline (norharman), fenharmane, harmaline, harmalol, harmane, harmine, LY-266,097, pinoline, tetrahydroharmine, tryptoline)
  • Iboga alkaloids (e.g., ibogaine, ibogamine, noribogaine, tabernanthine)
  • Ibogalogs (e.g., catharanthalog, fluorogainalog, ibogainalog, ibogaminalog (DM-506), LS-22925, noribogainalog, noribogaminalog, PHA-57378, PNU-22394, tabernanthalog)
  • Imidazolylindoles (e.g., AGH-107, AGH-192, AH-494)
  • Metralindole
  • Morpholinylethylindoles (e.g., mor-T, 5-MeO-mor-T)
  • Partial ergolines and lysergamides (e.g., NDTDI, RU-27849, RU-28251, RU-28306, FHATHBIN, LY-178210, Bay R 1531 (LY-197206), LY-293284, 10,11-seco-LSD, 10,11-secoergoline (α,N-Pip-T), CT-5252)
  • Pertines (e.g., alpertine, milipertine, oxypertine, solypertine)
  • Piperidinylethylindoles (e.g., pip-T, 5-MeO-pip-T, indolylethylfentanyl)
  • Pyrrolidinylethylindoles (e.g., pyr-T, 4-HO-pyr-T, 5-MeO-pyr-T, 4-F-5-MeO-pyr-T, L-760790)
  • Pyrrolidinylmethylindoles (e.g., MPMI, 4-HO-MPMI (lucigenol), 5F-MPMI, 5-MeO-MPMI, CP-122288, CP-135807, eletriptan, MSP-2020)
  • Tetrahydrocarbazolamines (e.g., ciclindole, flucindole, frovatriptan, LY-344864, ramatroban)
  • Tetrahydropyridinylindoles (e.g., RS134-49, RU-28253, NEtPhOH-THPI)
  • Tetrahydropyrroloquinolines (e.g., bufothionine, O-methylnordehydrobufotenine, dehydrobufotenine)
  • Yohimbans (e.g., yohimbine, rauwolscine, spegatrine, corynanthine, ajmalicine, reserpine, deserpidine, rescinnamine)
Isotryptamines
  • 5-MeO-isoDMT
  • 6-MeO-isoDMT
  • isoAMT (1-API; 1-IT; α-Me-isoT)
  • isoDMT
  • Isotryptamine (isoT)
  • Ro60-0175
  • VER-3323
  • Zalsupindole (DLX-001, AAZ-A-154)
  • Cyclized isotryptamines: JRT
  • PNU-181731
Related compounds
  • 2-Azapsilocin
  • 2,3-Dihydro-L-tryptophan
  • 2,3-Dihydrotryptamine
  • 2,3-Dihydro-DMT
  • 2,3-Dihydro-NMT
  • 2,3-Dihydro-DET
  • 4-Aza-5-MeO-DPT
  • 5-Aza-4-MeO-DiPT
  • 5-HIAA
  • 5-HIAL
  • 5-HITCA
  • 5-MIAL
  • 7-Aza-5-MeO-DiPT
  • α-Carboline
  • γ-Carbolines (pyridoindoles) (e.g., γ-carboline, alosetron, gevotroline, latrepirdine, lurosetron, mebhydrolin, tiflucarbine)
  • Amedalin
  • Benzindopyrine
  • Benzofurans (e.g., 3-APB (1-oxa-AMT), 5-MeO-DiBF (1-oxa-5-MeO-DiPT), BPAP, 3-F-BPAP, dimemebfe (5-MeO-BFE; 1-oxa-5-MeO-DMT), mebfap (5-MeO-3-APB; 1-oxa-5-MeO-AMT), MiPBF (1-oxa-MiPT), oxa-noribogaine)
  • Benzothiophenes (e.g., S-DMT (1-thia-DMT), 3-APBT (1-thia-AMT))
  • Carmoxirole
  • CT-4436
  • Daledalin
  • Gramine
  • Histamine
  • Homotryptamines (e.g., HT, DMHT)
  • I-32
  • IAL
  • IN-399
  • Indalpine
  • Indazolethylamines (e.g., AL-34662, AL-38022A, O-methyl-AL-34662, VU6067416, YM-348)
  • Indenylethylamines (e.g., C-DMT (1-carba-DMT))
  • Indolizinylethylamines (e.g., TACT908 (2ZEDMA), 1ZP2MA, 1Z2MAP1O)
  • Indolylaminopropanes (e.g., 1-API, 2-API, 4-API, 5-API (5-IT; PAL-571), 6-API (6-IT), 7-API)
  • Iprindole
  • Masupirdine
  • Medmain
  • Molindone
  • Non-tryptamine triptans (e.g., avitriptan, LY-334370, naratriptan)
  • Ondansetron
  • Oxazinopyridoindoles (e.g., IHCH-8134)
  • Phenethylamines (e.g., phenethylamine, amphetamine)
  • Piperidinylbenzimidazolines (e.g., benperidol, timiperone)
  • Piperazinylbenzisothiazoles (e.g., lurasidone, perospirone, tiospirone, ziprasidone)
  • Piperidinylbenzisoxazoles (e.g., iloperidone, milsaperidone, ocaperidone, paliperidone, risperidone)
  • Piperidinylindoles (e.g., BRL-54443, LY-334370, naratriptan, sertindole, SN-22)
  • Pirlindole
  • Pyridinylbenzimidazoles (e.g., droperidol)
  • Pyridinylindoles (e.g., tepirindole)
  • Pyridopyrroloquinoxalines (e.g., IHCH-7113, IHCH-7079, IHCH-7086, lumateperone, deulumateperone, ITI-1549)
  • Pyrrolylethylamines (e.g., 2-pyrrolylethylamine (NEA), 3-pyrrolylethylamine (3-NEA), 3-pyrrolylpropylamine)
  • Pyrrolopyridinylethylamines (e.g., WAY-208466)
  • Quinolinylethylamines (e.g., mefloquine)
  • Ro60-0213
  • Selisistat
  • Tetrahydropyridinylindoles (e.g., EMD-386088, LY-367265, RU-24,969)
  • Tetrahydropyridinylpyrrolopyridines (e.g., (R)-69 (3IQ), (R)-70, CP-93129, CP-94253)
  • Tetrindole
  • Tipindole
  • Zilpaterol (RU-42173)
  • See also: Phenethylamines
  • Ergolines and lysergamides
  • Psychedelics
  • Simple tryptamines and common derivatives


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UNIVERSITAS TEKNOKRAT INDONESIA | ASEAN's Best Private University
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Phone: (0721) 702022
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