Icatibant | CAS No. 130308-48-4

Icatibant

Basic Information

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CAS Number

130308-48-4

Molecular Formula

C59H89N19O13S

Molecular Weight

1304.55 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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C1CCC2C(C1)CC(N2C(=O)C3CC4=CC=CC=C4CN3C(=O)C(CO)NC(=O)C(CC5=CC=CS5)NC(=O)CNC(=O)C6CC(CN6C(=O)C7CCCN7C(=O)C(CCCN=C(N)N)NC(=O)C(CCCN=C(N)N)N)O)C(=O)NC(CCCN=C(N)N)C(=O)O

InChI

InChI=1S/C59H89N19O13S/c60-37(14-5-19-67-57(61)62)48(82)72-38(15-6-20-68-58(63)64)52(86)75-22-8-18-43(75)54(88)77-30-35(80)26-44(77)50(84)70-28-47(81)71-40(27-36-13-9-23-92-36)49(83)74-41(31-79)53(87)76-29-34-12-2-1-10-32(34)24-46(76)55(89)78-42-17-4-3-11-33(42)25-45(78)51(85)73-39(56(90)91)16-7-21-69-59(65)66/h1-2,9-10,12-13,23,33,35,37-46,79-80H,3-8,11,14-22,24-31,60H2,(H,70,84)(H,71,81)(H,72,82)(H,73,85)(H,74,83)(H,90,91)(H4,61,62,67)(H4,63,64,68)(H4,65,66,69)/t33-,35+,37+,38-,39-,40-,41-,42-,43-,44-,45?,46+/m0/s1

InChIKey

QURWXBZNHXJZBE-OVZQYVDUSA-N

LogP

-4.3939900000000245

Topological Polar Surface Area

516.2199999999999 Å²

Hydrogen Bond Donor/Acceptor

22 / 32

Complexity

2720

Synonyms & References

English

ICATIBANT [WHO-DD]
HOE140
HOE 140, >=94%
Icatibant [INN]
(R)-ARGINYL-(S)-ARGINYL-(S)-PROLYL-(2S,4R)-(4-HYDROXYPROLYL)GLYCYL-(S)-(3-(2-THIENYL)ALANYL)-(S)-SERYL-(R)-((1,2,3,4-TETRAHYDRO-3-ISOQUINOLYL)CARBONYL)-(2S,3AS,7AS)-((HEXAHYDRO-2-INDOLINYL)CARBONYL)-(S)-ARGININE
Icatibant
ICATIBANT [EMA EPAR]
DTXCID901331902
AT24149
BDBM50403371
HOE 140
BDBM50406750
Icatibant [INN:BAN]
AKOS040741862
JE 049
ICATIBANT [MI]
icatibantum
SCHEMBL21495177
D-Arg-(Hyp3,Thi5,D-Tic7,Oic8)BK
icatibant-acetate
L-ARGININE, D-ARGINYL-L-ARGINYL-L-PROLYL-TRANS-4-HYDROXY-L-PROLYLGLYCYL-3-(2-THIENYL)-L-ALANYL-L-SERYL-D-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBONYL-L-(2.ALPHA.,3A.BETA.,7A.BETA.)-OCTAHYDRO-1H-INDOLE-2-CARBONYL-
Hoechst 140
DB06196
NCGC00390805-02
HOE-140 (Icatibant)
UNII-7PG89G35Q7
Q902379
DTXSID20903963
HY-17446
Firazyr
CS-3381

MDL Number

MFCD00213940

FAQ

What are the physical and chemical properties of icatibant (CAS: 130308-48-4)?

Icatibant is a white crystalline powder with a molecular weight of approximately 365.4 g/mol. It is sparingly soluble in water and ethanol. Chemically, it is a potent and selective bradykinin B2 receptor antagonist. Its reactivity is low under normal conditions, but it can hydrolyze under basic conditions.

How is icatibant (CAS: 130308-48-4) typically synthesized?

Icatibant is typically synthesized through multi-step reactions involving coupling of a protected amino acid with a protected compound, followed by deprotection and final purification. Commonly used catalysts include tetrabutylammonium fluoride (TBAF) and other fluoride-based reagents. The overall yield is around 50-60%.

What industries use icatibant (CAS: 130308-48-4)?

Icatibant finds its primary application in the pharmaceutical industry, particularly for the treatment of hereditary angioedema. It is also explored in research for potential use in the diagnosis and treatment of other inflammatory conditions. However, its specific use in other industries like polymers, sensors, or semiconductors is limited.

What precautions should be taken when handling icatibant (CAS: 130308-48-4)?

Handling icatibant requires appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be immediately cleaned up with appropriate materials, and the Material Safety Data Sheet (MSDS) should be consulted for detailed instructions. Storage should be in a cool, dry place away from direct sunlight and heat sources.