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
1mg
Price
$270
Updated
2021/12/16
Apolloscientific
Product number
BISN0006
Product name
Icatibant
Purity
98%
Packaging
1mg
Price
$327
Updated
2021/12/16
AK Scientific
Product number
3729AH
Product name
Icatibant
Packaging
1mg
Price
$329
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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Icatibant Suppliers

China 130 India 5 Japan 1 Switzerland 1 United Kingdom 2 United States 13 Global 152
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Fax
86-21-61263399
Email
ymbetter@glbiochem.com
Country
China
ProdList
9981
Advantage
64
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
7247
Advantage
62
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
Advantage
58
Tianjin Anhao Biological Technology Co., Ltd.
Tel
Email
sales@ahpharmatech.com
Country
China
ProdList
5734
Advantage
55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66028182 18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
16679
Advantage
50
Hangzhou Peptide Biochem Co.,Ltd
Tel
0571-89197072; 18668118770
Fax
0571-89197072
Email
linda@peptide-china.com
Country
China
ProdList
235
Advantage
56
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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