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AZD 4407

CAT: 0804-HY-U00217Size: 1 EachDry Ice: NoHazardous: No
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Description
AZD 4407 is a potent 5-lipoxygenase inhibitor.
CAS Number
166882-70-8
Product Name Alternative
ZD 4407
UNSPSC
12352005
Target
Lipoxygenase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/AZD_4407.html
Solubility
10 mM in DMSO
Smiles
O=C1N(C)C2=C(C=C(SC3=CC([C@]4(O)C[C@H](C)OCC4)=CS3)C=C2)C1
Molecular Formula
C19H21NO3S2
Molecular Weight
375.50
References & Citations
[1]Jonathan Hutton, et al. Use of a Titanium Thienyl Anion and a Simple Procedure for Introducing a Thiol Group into Thiophene in the Development of a Manufacturing Route to the 5-Lipoxygenase Inhibitor ZD4407. Org Process Res Dev. 1997 Jan 15;1 (1) : 61–67.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
5-LOX

Chemical Information

5-[4-[(2S,4R)-4-hydroxy-2-methyloxan-4-yl]thiophen-2-yl]sulfanyl-1-methyl-3H-indol-2-one

The drug ZD4407, an antiasthmatic developed by AstraZeneca, functions as a 5-lipoxygenase inhibitor. It entered Phase 1 clinical trials for chronic obstructive pulmonary disease (COPD) in the United Kingdom but was discontinued during this phase in March 2003

CAS Number166882-70-8
PubChem CID9929535
IUPAC Name5-[4-[(2S,4R)-4-hydroxy-2-methyloxan-4-yl]thiophen-2-yl]sulfanyl-1-methyl-3H-indol-2-one
Molecular FormulaC19H21NO3S2
Molecular Weight375.5
XLogP2.8
Topological Polar Surface Area103
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count25
Formal Charge0
Complexity519
SMILES
C[C@H]1C[C@](CCO1)(C2=CSC(=C2)SC3=CC4=C(C=C3)N(C(=O)C4)C)O
InChI
InChI=1S/C19H21NO3S2/c1-12-10-19(22,5-6-23-12)14-9-18(24-11-14)25-15-3-4-16-13(7-15)8-17(21)20(16)2/h3-4,7,9,11-12,22H,5-6,8,10H2,1-2H3/t12-,19+/m0/s1
InChIKey
MQLADKMVHOOVET-HXPMCKFVSA-N
Chemical Structure
2D Structure
2D structure of 5-[4-[(2S,4R)-4-hydroxy-2-methyloxan-4-yl]thiophen-2-yl]sulfanyl-1-methyl-3H-indol-2-one
CAS: 166882-70-8
CID: 9929535
Formula: C19H21NO3S2
MW: 375.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight375.5
XLogP32.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass375.09628588
Monoisotopic Mass375.09628588
Topological Polar Surface Area103 Ų
Heavy Atom Count25
Formal Charge0
Complexity519
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
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