Basic information
- CAS
88107-10-2- Standard SMILES
CCCc1c(OCCCCc2nn[nH]n2)ccc(C(C)=O)c1O- InChIKey
MWYHLEQJTQJHSS-UHFFFAOYSA-N- Molecular formula
- C16H22N4O3
- Average molar mass
- 318.37 g/mol
- Monoisotopic mass
- 318.16919058
Overview
Tomelukast is a member of the class of acetophenones that is 1-phenylethanone substituted at position 2 by a hydroxy group, a propyl group at position 3 and a 4-(1H-tetrazol-5-yl)butoxy group at position 4. A leukotriene antagonist, it exhibits anti-asthmatic activity. It has a role as a leukotriene antagonist and an anti-asthmatic drug. It is a member of acetophenones, a member of phenols, an aromatic ether and a member of tetrazoles.
Names & identifiers
- Preferred name
- Tomelukast
- IUPAC
- 1-[2-hydroxy-3-propyl-4-[4-(2H-tetrazol-5-yl)butoxy]phenyl]ethanone
- English name
- LY 171883
- Molecular formula
- C16H22N4O3
- Molecular weight
- 318.37
Names & synonyms
Tomelukast88107-10-2LY 171883LY171883LY-171883TomelukastumDTXSID7020344Lilly 171883ETHANONE, 1-(2-HYDROXY-3-PROPYL-4-(4-(1H-TETRAZOL-5-YL)BUTOXY)PHENYL)-1-[2-Hydroxy-3-propyl-4-[4-(1H-tetrazol-5-yl)butoxy]phenyl]ethanone59762X5CLSDTXCID30344
Show more names
S-1414LY-171,833LY 171883 ISO 9001：2015 REACH5-[4-4-ACETYL-3-HYDROXY-2-PROPYLPHENOXYBUTYL]-1H-TETRAZOLE5-[4-(1-ACETYL-2-HYDROXY-3-PROPYLPHENOXY)BUTYL]-1H-TETRAZOLE2’-hydroxy-3’-propyl-4-(4-(1h-tetrazol-5-yl)butoxy)-acetophenon1-[2-hydroxy-3-propyl-4-[4-(2H-tetrazol-5-yl)butoxy]phenyl]ethanone1-(2-hydroxy-3-propyl-4-(4-(1h-tetrazol-5-yl)butoxy)phenyl)-ethanon
LY-171833CHEBI:753101-(2-Hydroxy-3-propyl-4-(4-(1H-tetrazol-5-yl)butoxy)phenyl)ethanone1-{2-hydroxy-3-propyl-4-[4-(1H-tetrazol-5-yl)butoxy]phenyl}ethanoneRefChem:898607Tomelukastum [INN-Latin]Compound LY171883Ethanone,1-[2-hydroxy-3-propyl-4-[4-(2H-tetrazol-5-yl)butoxy]phenyl]-
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 9
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 369
Experimental & physicochemical properties
LogP3.82
Collision Cross Section177.6 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7020344]
Physicochemical properties
- Melting point
- 117 · 117-119℃
- Boiling point
- 553 · 553.0±60.0 °C(Predicted)
- Density
- 1.22 · 1.220±0.06 g/cm3(Predicted)
- storage temp.
- 4 °C · Store at +4°C
- solubility
- Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 15 mg/ml),
- form
- White solid.
- pka
- 5.02 · 5.02±0.10(Predicted)
- color
- White
- Stability
- 2 years · Stable for 2 years as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months
- CAS DataBase Reference
- 88107 · 88107-10-2
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- rtecs
- KM5780800
- risk_code
- 22
- Signal word
- Danger
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312a-P330-P501a
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationA class of drugs designed to prevent leukotriene synthesis or activity by blocking binding at the receptor level.
Applications
DescriptionLY-171883 (88107-10-2) is a selective and orally active leukotriene D4 (LTD4) antagonist (Ki = 0.63 μM).1 It is also an activator of peroxisome proliferator-activated receptors (PPARs).2,3
UsesLY 171883 is a selective leukotriene D4 antagonist.
Upstream & downstream products
Upstream raw materials
Suppliers31 total
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉绿景丰华生物科技有限公司19972070065 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]
Related reactions
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Compound notes
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