Iloprost (Ciloprost; ZK-36374)

Alias: ZK-36374; Endoprost; ZK36374; Iloprost; ZK00036374; ZK 36374; Ilomedin; BAYQ6256; ZK-00036374; BAY-Q6256; Ciloprost; Ventavis; CHEMBL494
Cat No.:V8868 Purity: ≥98%
Iloprost (Ciloprost; ZK-36374; Trade names: Ventavis, Ilomedine), a novel potent synthetic analog of prostacyclin PGI2, is an approved drug used to treat pulmonary arterial hypertension (PAH), scleroderma, Raynaud's phenomenon and other diseases in which the blood vessels are constricted and blood can't flow to the tissues.
Iloprost (Ciloprost; ZK-36374) Chemical Structure CAS No.: 78919-13-8
Product category: Prostaglandin Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
25mg
50mg
100mg
Other Sizes

Other Forms of Iloprost (Ciloprost; ZK-36374):

  • Iloprost-d4 (Iloprost d4)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Iloprost (Ciloprost; ZK-36374; Trade names: Ventavis, Ilomedine), a novel potent synthetic analog of prostacyclin PGI2, is an approved drug used to treat pulmonary arterial hypertension (PAH), scleroderma, Raynaud's phenomenon and other diseases in which the blood vessels are constricted and blood can't flow to the tissues. This results in elevated blood pressure and tissue damage. In order to restore blood flow, iloprost dilates, or opens, blood vessels.

Biological Activity I Assay Protocols (From Reference)
Targets
IP
ln Vitro
Prostacyclin (PGI2) is produced in the fluid of the oviduct and promotes the development of the embryo[1].
Iloprost, a PGI2 analog, influences the developmental competence and maturation of bovine oocytes[1].
Iloprost (0.5 μM; 22–24 h) raises the percentage of expanded blastocysts and blastocyst rates in bovine embryos[1].
Iloprost (0.5 μM; 22-24 h) assists maturation rates and cumulus cell expansion of bovine oocytes, and increases the mRNA expression of genes related to cumulus expansion[1].
Iloprost (0.5 μM; 22–24 h) stimulates an anti-apoptotic balance in the transcription of apoptosis-related genes (BCL2 and BAX), thereby decreasing the incidence of apoptosis in COCs [1].
ln Vivo
Iloprost (0.3 mg/kg/min; via s.c. mini pumps; 33 d) possesses a strong anti-metastatic effect in a rat tumor model that spontaneously metastasizes[2].
Iloprost (0.2 mg/kg/d; i.p.; 10 d) reduces inflammation and the effects of hyperoxia in the lungs of newborn mice; the impairment caused by hyperoxia is mediated by Cyclooxygenase-2 (COX-2/PTGS2)[3].
Iloprost (0.2 mg/kg; i.v. or i.p.) has a brief half-life and is often used in treatment as a frequent (every 2-4 hours) inhalation[4].
Cell Assay
Cell Line: Bovine oocytes: cumulus oocyte complexes (COCs)
Concentration: 0.5 μM
Incubation Time: 22-24 hours
Result: Increased mRNA expression levels of cysteine proteinases cathepsins, including ADAM17, AREG, and TNFAIP6 23 and cathepsin genes (CTSK and CTSS).
Animal Protocol
Spontaneously metastasizing R 3327 MAT Lu prostate carcinoma in Cop rat
0.3 mg/kg/min
Subcutaneous administration via Alzet mini pumps; continuously for 33 days
References

[1]. Iloprost affects in vitro maturation and developmental competence of bovine oocytes. Theriogenology. 2020 Nov;157:286-296.

[2]. Pharmacokinetics of iloprost and cicaprost in mice. Prostaglandins. 1992 Nov;44(5):431-42.

[3]. Iloprost attenuates hyperoxia-mediated impairment of lung development in newborn mice. Am J Physiol Lung Cell Mol Physiol. 2018 Oct 1;315(4):L535-L544.

[4]. Effects of prostacyclin analogues in in vivo tumor models. Adv Prostaglandin Thromboxane Leukot Res . 1991:21B:901-8.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H32O4
Molecular Weight
360.4871
Exact Mass
360.23
Elemental Analysis
C, 73.30; H, 8.95; O, 17.75
CAS #
78919-13-8
Related CAS #
Iloprost-d4; 1035094-10-0
Appearance
Clear solution in acetone (white Oily or waxy solid in pure form)
SMILES
CC#CCC(C)[C@@H](/C=C/[C@H]1[C@@H](C[C@H]2[C@@H]1C/C(=C/CCCC(=O)O)/C2)O)O
InChi Key
HIFJCPQKFCZDDL-ACWOEMLNSA-N
InChi Code
InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18+,19-,20+,21+/m0/s1
Chemical Name
(5E)-5-[(3aS,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-ylidene]pentanoic acid
Synonyms
ZK-36374; Endoprost; ZK36374; Iloprost; ZK00036374; ZK 36374; Ilomedin; BAYQ6256; ZK-00036374; BAY-Q6256; Ciloprost; Ventavis; CHEMBL494
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~100 mg/mL (~277.4 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.94 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (6.94 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.94 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7740 mL 13.8700 mL 27.7400 mL
5 mM 0.5548 mL 2.7740 mL 5.5480 mL
10 mM 0.2774 mL 1.3870 mL 2.7740 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05411107 Not yet recruiting Drug: Iloprost
Procedure: Bronchoscopy
Lung Carcinoma
Bronchial Epithelial Dysplasia
National Cancer Institute
(NCI)
April 1, 2024 Phase 2
NCT04543682 Recruiting Drug: 0.125 ng/kg/min Iloprost
Drug: 0.25 ng/kg/min Iloprost
Proximal Humeral Fracture Charite University, Berlin,
Germany
May 12, 2022 Phase 1
Phase 2
NCT04445246 Completed Drug: Inhaled ILOPROST COVID-19
ARDS, Human
Hamad Medical Corporation May 23, 2020 Phase 2
NCT01209533 Completed Drug: Iloprost Asthma Vanderbilt University September 2010 Early Phase 1
NCT04123444 Completed Drug: Iloprost
Drug: Isotonic saline
Septic Shock Jakob Stensballe, MD, PhD October 30, 2019 Phase 2
Phase 3
Biological Data
  • Iloprost attenuates hyperoxia-induced inhibition of neonatal mouse lung development. Am J Physiol Lung Cell Mol Physiol . 2018 Oct 1;315(4):L535-L544.
  • Hyperoxia-induced reduction in lung compliance is not altered by nimesulide or iloprost, but hyperoxia-induced increases in lung resistance are attenuated by both nimesulide and iloprost. Am J Physiol Lung Cell Mol Physiol . 2018 Oct 1;315(4):L535-L544.
  • Hyperoxia-induced increases in myeloperoxidase (MPO) were prevented by both nimesulide and iloprost. Am J Physiol Lung Cell Mol Physiol . 2018 Oct 1;315(4):L535-L544.
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