Telotristat Etiprate

HCID 25253377
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
1137608-69-5
Standard SMILES
CCOC(=O)[C@@H](N)Cc1ccc(-c2cc(O[C@H](c3ccc(Cl)cc3-n3ccc(C)n3)C(F)(F)F)nc(N)n2)cc1.O=C(O)CNC(=O)c1ccccc1
InChIKey
XSFPZBUIBYMVEA-CELUQASASA-N
Molecular formula
C36H35ClF3N7O6
Average molar mass
754.2 g/mol

Overview

Telotristat Etiprate is an orally bioavailable, small-molecule, tryptophan hydroxylase (TPH) inhibitor prodrug, with potential antiserotonergic activity. Upon administration, telotristat etiprate is converted to its active moiety, telotristat (LP-778902), which binds to and blocks the activity of TPH. This may result in a reduction in peripheral serotonin (5-HT) production and improvement of serotonin-mediated gastrointestinal effects such as severe diarrhea. TPH, the rate-limiting enzyme in serotonin biosynthesis, is overexpressed in carcinoid tumor cells.

Names & identifiers

Preferred name
Telotristat Etiprate
IUPAC
2-benzamidoacetic acid;ethyl (2S)-2-amino-3-[4-[2-amino-6-[(1R)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl]phenyl]propanoate
English name
4-[2-Amino-6-[(1R)-1-[4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]-4-pyrimidinyl]-L-phenylalanine ethyl ester N-benzoylglycine salt
Molecular formula
C36H35ClF3N7O6
Molecular weight
754.1546096

Names & synonyms

Telotristat etiprate1137608-69-5LX1606 HippurateLX1032 hippurateTelotristat ethyl hippurateLX-1606 HippurateLX 1032 HIPPURATE3T25U84H4ULX-1032 HIPPURATEETHYL 4-(2-AMINO-6-((1R)-1-(4-CHLORO-2-(3-METHYL-1H-PYRAZOL-1-YL)PHENYL)-2,2,2-TRIFLUOROETHOXY)PRYRIMIDIN-4-YL)-L-PHENYLALANINATE N-BENZOYLGLYCINATE (1:1)RefChem:57927DTXCID101513443
Show more names
CS-373Telotristat,LX1606TelotristatethylhippurateTelotristat Etiprate （API）Telotristat Etiprate, >=98%Telotristat Ethyl Etiprate SaltTelotristat Etiprate, 10 mM in DMSOLX 1606 hippurate(Telotristat etiprate)Telotristat Etiprate (LX 1606 Hippurate)
DTXSID701027870LX 1606 HippurateTelotristat etiprate [USAN]1137608-69-5 (etiprate)UNII-3T25U84H4UMFCD227415204-[2-Amino-6-[(1R)-1-[4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]-4-pyrimidinyl]-L-phenylalanine ethyl ester N-benzoylglycine saltXermelo (TN)

Database identifiers

CAS
1137608-69-5
PubChem CID
25253377
ChEMBL
CHEMBL3348963
UNII
3T25U84H4U
EC Number
812-364-5

Properties

Computed structural properties

Topological polar surface area
198 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
14
Rotatable bonds
13
Heavy atoms
53

Experimental & physicochemical properties

Human Drugs · 3 items

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine (Orphan designations)

FDA approved drugs -> Active ingredient

Physicochemical properties

storage temp.
-20 °C, · Store at -20°C, protected from light
solubility
59.33 · DMSO:59.33(Max Conc. mg/mL);78.67(Max Conc. mM)DMSO:PBS (pH 7.2) (1:2):0.33(Max Conc. mg/mL);0.44(Max Conc. mM)DMF:50.0(Max Conc. mg/mL);66.3(Max Conc. mM)Ethanol:5.0(Max Conc. mg/mL);6.63(Max Conc. mM)
form
Powder
color
White to off-white
FDA UNII
3 T25U84H4U · 3T25U84H4U
NCI Drug Dictionary
telotristat etiprate

Safety & regulation

GHS classification

GHS ClassificationNot Classified

Hazard information

Hazard Classes and CategoriesNot Classified

Toxicology

Drug Induced Liver Injury · 6 items

Drug Induced Liver Injury Rank (DILIrank 2.0)

Telotristat etiprate

Ambiguous-DILI-concern

3

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P305+P351+P338

Chemistry & industry

Applications

UsesTelotristat Etiprate is a solid orally bioavailable tryptophan hydroxylase (TPH) inhibitor.

Suppliers102 total

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

Related reactions

2 records
New reaction record

Compound notes

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