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HOE 140

HOE 140 Structure
CAS No.
130308-48-4
Chemical Name:
HOE 140
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
Molecular Weight:
1304.52
MOL File:
130308-48-4.mol
MSDS File:
SDS
Modify Date:
2024/6/5 17:10:12

HOE 140 Properties

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)
form powder
pka 3.60±0.21(Predicted)
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

SAFETY

Risk and Safety Statements

WGK Germany  3

HOE 140 Chemical Properties,Uses,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].

Uses

Antagonist (bradykinin).

Definition

ChEBI: 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).

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.

HOE 140 Preparation Products And Raw materials

Raw materials

Preparation Products

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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 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 HOE 140 USP/EP/BP 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- 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 JE-049) Icatibant (HOE-140 Icatibatide Acetate 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 130308-48-4 C53H77N15O12S C59H90N20O12S peptide