ChemicalBook > CAS DataBase List > Icatibant

Icatibant

Product Name: Icatibant
CAS No.: 130308-48-4
Chemical Name: Icatibant
Synonyms: S-0765;H0E-140;HOE I40;HOE 140;JE-049);Etibant;Icatibant;HOE 140 TFA;Icatibant [inn];HOE 140 USP/EP/BP
CBNumber: CB1318492
Molecular Formula: C59H89N19O13S
Formula Weight: 1304.52
MOL File: 130308-48-4.mol

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Icatibant Property

Density: 1.60±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,2-8°C
solubility: Water:100.0(Max Conc. mg/mL);76.66(Max Conc. mM)
pka: 3.60±0.21(Predicted)
form: powder
color: white
Water Solubility: Soluble to 1 mg/ml in water
Sequence: H-D-Arg-Arg-Pro-Hyp-Gly-Thi-Ser-D-Tic-Oic-Arg-OH
InChIKey: QASONHYHOCRAHL-DOMVFXHKSA-N
CAS DataBase Reference: 130308-48-4

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris

Product number: 3014
Product name: HOE 140
Packaging: 500U
Price: $227
Updated: 2021/12/16

Usbiological

Product number: 255460
Product name: HOE 140
Packaging: 500ug
Price: $480
Updated: 2021/12/16

ChemScene

Product number: CS-3381
Product name: Icatibant
Purity: 99.51%
Packaging: 5mg
Price: $540
Updated: 2021/12/16

AK Scientific

Product number: 3729AH
Product name: Icatibant
Packaging: 5mg
Price: $610
Updated: 2021/12/16

Apolloscientific

Product number: BISN0006
Product name: Icatibant
Purity: 98%
Packaging: 5mg
Price: $660
Updated: 2021/12/16

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Icatibant Chemical Properties,Usage,Production

Description

Hoe 140 (D-Arg-[Hyp3, Thi5, D-Tic7, Oic8]-bradykinin), on bradykinin- and platelet-activating factor (PAF)-induced bronchoconstriction and airway microvascular leakage in anesthetized guinea pigs. Hoe 140 is highly potent and long-acting in inhibiting BK-induced hypotensive responses in the rat. Four hours after s.c. administration of 20nmol kg-1, inhibition still amounted to 60% whereas the effect of 200nmol kg-1 of d-Arg-[Hyp2, Thi5,8, d-Phe7]BK was not significant[1-2].

History

Icatibant, developed by Germany's Jerini AG (which was acquired by Shire in 2008 and subsequently by Takeda), is a specific bradykinin B2 receptor antagonist used to treat acute episodes of hereditary angioedema. It works by inhibiting the effects of bradykinin, which is associated with localized swelling, inflammation, and pain. First approved in the European Union in 2008 under the trade name Firazyr for the treatment of acute HAE attacks in adults, it received accelerated approval from the FDA in 2011 via priority review for acute HAE attacks in patients aged 18 years and older. In 2017, the European Union further expanded its approved indications to include pediatric and adolescent HAE patients aged 2 years and above.

Uses

Icatibant is an antagonist of the human bradykinin B2 receptor (B2R), that can be used for the treatment of hereditary angioedema (HAE). Upon administration, icatibant targets and binds to B2R, thereby preventing bradykinin from binding to the B2R. This may prevent bradykinin/B2R-mediated vasodilation, the resulting increase in vascular permeability, and the swelling, inflammation, and pain associated with HAE. This may also prevent or improve pulmonary edema not associated with HAE and improve the associated decrease in blood oxygen levels.

Definition

ChEBI: Icatibant is a ten-membered synthetic oligopeptide consisting of D-Arg, Arg, Pro, Hyp, Gly, Thi, Ser, D-Tic, Oic, and Arg residues joined in sequrence. A bradykinin receptor antagonist used as its acetate salt for the treatment of acut attacks of hereditary angioedema in adult patients.

brand name

Metastat (CollaGenex).

Biological Activity

Hoe 140 is highly potent and long-acting in inhibiting BK-induced hypotensive responses in the rat. Four hours after s.c. administration of 20 nmol kg¹, inhibition still amounted to 60%, whereas the effect of 200 nmol kg¹ of d-Arg—[Hyp2, Thi5,8, d-Phe7]BK was not significant. In receptor binding studies in guinea-pig ileum preparations, Hoe 140 showed an IC50 of 1.07 × 10?9mol l¹ and a KI value of 7.98 × 10?10 mol l¹.

storage

Store at -20°C

References

[1] K. Wirth. “Hoe 140 a new potent and long acting bradykinin-antagonist: in vivo studies.” British Journal of Pharmacology 102 3 (1991): 774–777.
[2] T Sakamoto. “Effect of Hoe 140, a new bradykinin receptor antagonist, on bradykinin- and platelet-activating factor-induced bronchoconstriction and airway microvascular leakage in guinea pig.” European journal of pharmacology 213 3 (1992): 367–73.
[3] Y ARAI. Effect of icatibant, a bradykinin B2 receptor antagonist, on the development of experimental ulcerative colitis in mice.[J]. Digestive Diseases and Sciences, 1999, 44 4: 845-851. DOI:10.1023/a:1026694732602.
[4] MARIE-THÉRÈSE BAWOLAK . The bradykinin B2 receptor antagonist icatibant (Hoe 140) blocks aminopeptidase N at micromolar concentrations: Off-target alterations of signaling mediated by the bradykinin B1 and angiotensin receptors[J]. European journal of pharmacology, 2006, 551 1: Pages 108-111. DOI:10.1016/j.ejphar.2006.08.077.

Icatibant Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Icatibant manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd

Product: HOE 140 130308-48-4
Price: US $85.00-850.00/kg
Min. Order: 10kg
Purity: 0.99
Supply Ability: 20tons
Release date: 2023-11-27

Wuhan Xinhao Biotechnology Co., Ltd

Product: HOE 140 130308-48-4
Price: US $10.00-100.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100 tons
Release date: 2024-01-12

Zhuozhou Wenxi import and Export Co., Ltd

Product: Icatibant 130308-48-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

130308-48-4, IcatibantRelated Search:

Efegatran N,N-DI-N-BUTYLETHYLENEDIAMINE 2-Amino-N-cyclohexylacetamide 1,2,3,4-Tetrahydroisoquinoline-3-carboxamide 2-Aminoethyldiisopropylamine 1-ETHYL-3-PYRROLIDINOL Icatibant Icatibant Acetate 1-METHYL-2-THIOPHEN-2-YL-ETHYLAMINE H-LEU-ARG-OH 3-(3,4-DIHYDROISOQUINOLIN-2(1H)-YL)PROPAN-1-OL CHEMBRDG-BB 9070704 METHYL-(2-THIOPHEN-2-YL-ETHYL)-AMINE 1-(3,4-dihydroisoquinolin-2(1H)-yl)propan-2-amine (3R)-1-(2-AMINOETHYL)-3-PYRROLIDINOL N-(2-(BENZYLAMINO)ETHYL) CYCLOHEXANAMINE N-FORMYL-1,2,3,4-TETRAHYDROISOQUINOLINE (R)-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID AMIDE

RRP-(HYP)-G-(THI)-S-(D-TIC)-(OIC)-R

H-D-ARG-ARG-PRO-HYP-GLY-THI-SER-D-TIC-OIC-ARG-OH

H2N-D-ARG-ARG-PRO-HYP-GLY-THI-SER-D-TIC-OIC-ARG-OH

Icatibatide Acetate

Icatibant

D-Arg-[Hyp3,Thi5,D-Tic7,Oic8]bradykinin

D-Arg-L-Arg-L-Pro-L-t4Hyp-Gly-L-Thi-L-Ser-D-Tic-L-Oic-L-Arg-OH

H0E-140

D-Arg-L-Arg-L-Pro-L-t4Hyp-Gly-3-(2-Thienyl)-L-Ala-L-Ser-D-Tic-[(3aS,7aS)-L-Oic-]-OH

Des-Arg9-D-Arg[Hyp3,Thi5,D-Tic7,Oic8]bradykinin

S-0765

138614-30-9 (Acetate)

Icatibant [inn]

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-(2alpha,3abeta,7abeta)-octahydro-1H-indole-2-carbonyl-

HOE I40

HOE 140

HOE 140 2ACOH 4H2O

D-ARG-ARG-PRO-HYP-GLY-THI-SER-D-TIC-OIC-ARG

D-ARG-ARG-PRO-HYP-GLY-THI-SER-D-TIC-OIC-ARG 2ACOH 4H2O

D-ARGINYL-[HYP3,THI5,D-TIC7,OIC8]-BRADYKININ

D-ARGINYL-[HYP3,THI5,D-TIC7,OIC8]-BRADYKININ 2ACOH 4H2O

D-ARGINYL-L-ARGINLYL-L-PROLYL-TRANS-4-HYDROXY-L-PROLYLGLYCYL-3-(2-THIENYL)-L-ALANYL-L-SERYL-D-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBONYL-L-(2ALPHA, 3BETA, 7ABETA)-OCTAHYDRO-1H-INDOLE-2-CARBONYL

D-ARGINYL-L-ARGINLYL-L-PROLYL-TRANS-4-HYDROXY-L-PROLYLGLYCYL-3-(2-THIENYL)-L-ALANYL-L-SERYL-D-1,2,3,4-TETRAHYDRO-3-ISOQUINOLINECARBONYL-L-(2ALPHA,3BETA,7A-BETA)-OCTAHYDRO-1H-INDOLE-2-CARBONYL-L-ARGININE

[DES-ARG10] HOE 140

D-Arg-Arg-Pro-Hyp-Gly-Thi-Ser-D-Tic-Oic

D-Arg-L-Arg-L-prolyl-L-Hyp-Gly-L-(2-thienyl)Ala-L-Ser-D-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-L-(2α,3β,7aβ)-octahydro-1H-indole-2-carboxylic acid

Icatibant (HOE-140

JE-049)

Nw-(((S)-2-(2-((2S,4R)-1-(D-arginyl-L-arginyl-L-prolyl)-4-hydroxypyrrolidine-2-carboxamido)acetamido)-3-(thiophen-2-yl)propanoyl)-L-seryl)-N2-((3aS,7aS)-octahydro-1H-indole-2-carbonyl)-N2-((R)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-L-arginine

L-Arginine, D-arginyl-L-arginyl-L-prolyl-(4R)-4-hydroxy-L-prolylglycyl-3-(2-thienyl)-L-alanyl-L-seryl-(3R)-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-(2S,3aS,7aS)-octahydro-1H-indole-2-carbonyl-

HOE 140 USP/EP/BP

Etibant

HOE 140 TFA

((2S,3aS,7aS)-1-((R)-2-(((S)-2-(2-((2S,4R)-1-(D-Arginyl-L-arginyl-L-prolyl)-4-hydroxypyrrolidine-2-carboxamido)acetamido)-3-(thiophen-2-yl)propanoyl)-L-seryl)-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)octahydro-1H-indole-2-carbonyl)-L-arginine

Phytol Impurity 3

Bradykinin Antagonist, HOE I40 - 1 mg

130308-48-4

C53H77N15O12S

C59H90N20O12S

peptide