7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID

Product Name: 7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID
CAS No.: 128719-90-4
Chemical Name: 7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID
Synonyms: I-BOP;I-BOP >=95% (HPLC);UYFMSCHBODMWON-JCPFAPSOSA-N;7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID;(5Z)-7-[(1S,4R)-3β-[(1E,3R)-3-Hydroxy-4-(p-iodophenoxy)-1-butenyl]-7-oxabicyclo[2.2.1]heptane-2α-yl]-5-heptenoic acid;(5Z)-7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-Hydroxy-4-(4-iodophenoxy)-1-buten-1-yl]-7-oxabicyclo[2.2.1]hept-2-yl]-5-heptenoic acid;5-Heptenoic acid, 7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-hydroxy-4-(4-iodophenoxy)-1-buten-1-yl]-7-oxabicyclo[2.2.1]hept-2-yl]-, (5Z)-
CBNumber: CB7674385
Molecular Formula: C23H29IO5
Formula Weight: 512.38
MOL File: 128719-90-4.mol

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7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID Property

Boiling point:: 634.5±55.0 °C(Predicted)
Density: 1.483±0.06 g/cm3(Predicted)
Flash point:: 14℃
storage temp.: -20°C
solubility: DMF: >50 mg/ml (from Pinane TXA2); DMSO: >25 mg/ml (from Pinane TXA2); Ethanol: >100 mg/ml (from Pinane TXA2); PBS (pH 7.2): 3 mg/ml
pka: 4.76±0.10(Predicted)
form: solution
color: colorless to faint yellow

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Safety

Hazard Codes: F
Risk Statements: 11
Safety Statements: 7-16
RIDADR: UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany: 2

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0504
Product name: I-BOP
Purity: ≥95% (HPLC)
Packaging: 1mg
Price: $541
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0504
Product name: I-BOP
Purity: ≥95% (HPLC)
Packaging: 5mg
Price: $2180
Updated: 2025/07/31

Cayman Chemical

Product number: 19600
Product name: I-BOP
Purity: ≥95%
Packaging: 100μg
Price: $84
Updated: 2024/03/01

Cayman Chemical

Product number: 19600
Product name: I-BOP
Purity: ≥95%
Packaging: 500μg
Price: $369
Updated: 2024/03/01

Cayman Chemical

Product number: 19600
Product name: I-BOP
Purity: ≥95%
Packaging: 1mg
Price: $602
Updated: 2024/03/01

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7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID Chemical Properties,Usage,Production

Uses

I-BOP is an agonist for thromboxane A2 receptor (TP) with a KD of 0.61 nM. I-BOP promotes proliferation through activation of PI3K pathway in vascular smooth muscle[1]. I-BOP dose-dependently biphasicly affects the excitatory postsynaptic potential (e.p.s.p.) in hippocampal neurons[2].

Biochem/physiol Actions

I-BOP is a potent thromboxane (TP) receptor agonist. I-BOP induces human platelet aggregation with an EC50 value of 0.34 nM.

References

[1] Morinelli TA, et al., Tyrosine phosphorylation of phosphatidylinositol 3-kinase and of the thromboxane A2 (TXA2) receptor by the TXA2 mimetic I-BOP in A7r5 cells. Biochem Pharmacol. 1997 Jun 15;53(12):1823-32. DOI:10.1016/s0006-2952(97)00005-1
[2] Hsu KS, et al., Thromboxane A2 agonist modulation of excitatory synaptic transmission in the rat hippocampal slice. Br J Pharmacol. 1996 Aug;118(8):2220-7. DOI:10.1111/j.1476-5381.1996.tb15666.x

7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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128719-90-4, 7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACIDRelated Search:

7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID 4-Iodophenol 4-Iodoanisole 1-IODO-4-PROPOXYBENZENE 3-HEXENE-1 6-DIOLE 7-OXABICYCLO[2.2.1]HEPTANE 4-Iodophenetole

7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-HYDROXY-4-(4-IODOPHENOXY)-1-BUTENYL]-7-OXABICYCLO[2.2.1]HEPT-2-YL]-5Z-HEPTENOIC ACID

I-BOP

(5Z)-7-[(1S,4R)-3β-[(1E,3R)-3-Hydroxy-4-(p-iodophenoxy)-1-butenyl]-7-oxabicyclo[2.2.1]heptane-2α-yl]-5-heptenoic acid

(5Z)-7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-Hydroxy-4-(4-iodophenoxy)-1-buten-1-yl]-7-oxabicyclo[2.2.1]hept-2-yl]-5-heptenoic acid

UYFMSCHBODMWON-JCPFAPSOSA-N

I-BOP >=95% (HPLC)

5-Heptenoic acid, 7-[(1S,2R,3R,4R)-3-[(1E,3R)-3-hydroxy-4-(4-iodophenoxy)-1-buten-1-yl]-7-oxabicyclo[2.2.1]hept-2-yl]-, (5Z)-

128719-90-4