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Laropiprant

CAT: 0804-HY-50175-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-50175-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Laropiprant is a potent and selective DP receptor antagonist with Ki values of 0.57 nM and 2.95 nM for DP receptor and TP Receptor, respectively[1][2][3].
CAS Number
571170-77-9
Product Name Alternative
MK-0524
UNSPSC
12352005
Hazard Statement
H302, H312, H332
Target
Prostaglandin Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Endocrinology
Assay Protocol
https://www.medchemexpress.com/laropiprant.html
Purity
99.34
Solubility
DMSO : ≥ 100 mg/mL
Smiles
O=S(C1=CC(F)=CC2=C1N(C3=C2CC[C@@H]3CC(O)=O)CC4=CC=C(Cl)C=C4)(C)=O
Molecular Formula
C21H19ClFNO4S
Molecular Weight
435.90
Precautions
H302, H312, H332
References & Citations
[1]Labrecque P, et, al. Inverse agonist and pharmacochaperone properties of MK-0524 on the prostanoid DP1 receptor. PLoS One. 2013 Jun 10;8 (6) :e65767.|[2]Sturino CF, et, al. Discovery of a potent and selective prostaglandin D2 receptor antagonist, [ (3R) -4- (4-chloro-benzyl) -7-fluoro-5- (methylsulfonyl) -1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]-acetic acid (MK-0524) . J Med Chem. 2007 Feb 22;50 (4) :794-806.|[3]Chang SW, et, al. The pharmacokinetics and disposition of MK-0524, a Prosglandin D2 Receptor 1 antagonist, in rats, dogs and monkeys. Xenobiotica. 2007 May;37 (5) :514-33.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
DP; TXA2/TP

Chemical Information

Laropiprant

Laropiprant is an indolyl carboxylic acid.

CAS Number571170-77-9
PubChem CID9867642
IUPAC Name2-[(3R)-4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1H-cyclopenta[b]indol-3-yl]acetic acid
Molecular FormulaC21H19ClFNO4S
Molecular Weight435.9
XLogP3.5
Topological Polar Surface Area84.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity721
SMILES
CS(=O)(=O)C1=CC(=CC2=C1N(C3=C2CC[C@@H]3CC(=O)O)CC4=CC=C(C=C4)Cl)F
InChI
InChI=1S/C21H19ClFNO4S/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26)/t13-/m1/s1
InChIKey
NXFFJDQHYLNEJK-CYBMUJFWSA-N
Chemical Structure
2D Structure
2D structure of Laropiprant
CAS: 571170-77-9
CID: 9867642
Formula: C21H19ClFNO4S
MW: 435.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight435.9
XLogP33.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass435.0707351
Monoisotopic Mass435.0707351
Topological Polar Surface Area84.8 Ų
Heavy Atom Count29
Formal Charge0
Complexity721
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
7343/10Laropiprant
T69967-01Laropiprant analog
T64267-01Laropiprant sodium
A11483-50Laropiprant 50mg
A11483-10Laropiprant 10mg
A11483-5Laropiprant 5mg

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