Pacritinib
Also known as pacritinibum, SB 1518, 11-(2-pyrrolidin-1-yl-ethoxy)-14,19-dioxa-5,7,26-triaza-tetracyclo[19.3.1.1(2,6).1(8,12)]heptacosa-1(25),2(26),3,5,8,10,12(27),16,21,23-decaene
Key facts
What buyers check first
- CAS number
- 937272-79-2
- Formula
- C28H32N4O3
- Molar mass
- 472.59 g/mol
- EC number
- 812-740-9
- HS code
- 293499
- Category
- Pharmaceuticals and APIs
What is Pacritinib?
Plain description, key identifiers and synonyms
Pacritinib is an azamacrocycle with formula C28H32N4O3. It is a Janus kinase inhibitor and its citrate salt is approved for the treatment of intermediate or high risk, primary or secondary myelofibrosis. It has a role as an antineoplastic agent, an anti-inflammatory agent, an apoptosis inducer and an EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor. It is a member of benzenes, a cyclic ether, a member of pyrrolidines and an azamacrocycle. It is a conjugate base of a pacritinib(1+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (16E)-11-(2-pyrrolidin-1-ylethoxy)-14,19-dioxa-5,7,27-triazatetracyclo[19.3.1.12,6.18,12]heptacosa-1(24),2(27),3,5,8(26),9,11,16,21(25),22-decaene
- CAS number
- 937272-79-2Other or deprecated CAS: 2197126-32-0
- EC number
- 812-740-9
- Molecular formula
- C28H32N4O3
- UNII
- G22N65IL3O
- MDL number
- MFCD22572772
- InChIKey
- HWXVIOGONBBTBY-ONEGZZNKSA-N
- InChI
- InChI=1S/C28H32N4O3/c1-2-13-32(12-1)14-17-35-27-9-8-25-19-24(27)21-34-16-4-3-15-33-20-22-6-5-7-23(18-22)26-10-11-29-28(30-25)31-26/h3-11,18-19H,1-2,12-17,20-21H2,(H,29,30,31)/b4-3+
- Canonical SMILES
- C1=CCOCc2cc(ccc2OCCN2CCCC2)Nc2nccc(n2)-c2cccc(c2)COC1
- Isomeric SMILES
- C1CCN(C1)CCOC2=C3COC/C=C/COCC4=CC(=CC=C4)C5=NC(=NC=C5)NC(=C3)C=C2
Synonyms
- pacritinibum
- SB 1518
- 11-(2-pyrrolidin-1-yl-ethoxy)-14,19-dioxa-5,7,26-triaza-tetracyclo[19.3.1.1(2,6).1(8,12)]heptacosa-1(25),2(26),3,5,8,10,12(27),16,21,23-decaene
- 14,19-Dioxa-5,7,27-triazatetracyclo(19.3.1.12,6.18,12)heptacosa-1(25),2,4,6(27),8,10,12(26),16,21,23-decaene, 11-(2-(1-pyrrolidinyl)ethoxy)-, (16E)-
- 11-(2-pyrrolidin-1-yl-ethoxy)-14,19-dioxa-5,7,26-triaza-tetracyclo(19.3.1.1(2,6).1(8,12))heptacosa-1(25),2(26),3,5,8,10,12(27),16,21,23-decaene
- Oral JAK2 Inhibitor SB1518
- (16E)-11-(2-(pyrrolidin-1-yl)ethoxy)-14,19-dioxa-5,7,27-triazatetracyclo(19.3.1.1^(2,6).1^(8,12))heptacosa-1(25),2(27),3,5,8,10,12(26),16,21,23-decaene
- Pacritinib (SB1518)
- Pacritinib(SB1518)
- (16E)-11-(2-pyrrolidin-1-ylethoxy)-14,19-dioxa-5,7,27-triazatetracyclo[19.3.1.12,6.18,12]heptacosa-1(24),2(27),3,5,8(26),9,11,16,21(25),22-decaene
- (16E)-11-[2-(1-Pyrrolidinyl)ethoxy]-14,19-Dioxa-5,7,27-triazatetracyclo[19.3.1.12,6.18,12]heptacosa-1(25),2,4,6(27),8,10,12(26),16,21,23-decaene
- Vonjo (TN)
- Pacritinib (Standard)
- Pacritinib (USAN/INN)
- SB-1518 TFA salt
- (16E)-11-[2-(pyrrolidin-1-yl)ethoxy]-14,19-dioxa-5,7,27-triazatetracyclo[19.3.1.1(2,6).1(8,12)]heptacosa-1(25),2(27),3,5,8(26),9,11,16,21,23-decaene
- (22E,8E)-44-(2-(pyrrolidin-1-yl)ethoxy)-21,22-dihydro-6,11-dioxa-3-aza-2(6,2)-pyrimidina-1,4(1,3)-dibenzenacyclododecaphan-8-ene
- SB 1518, (E)-44-(2-(pyrrolidin-1-yl)ethoxy)-6,11-dioxa-3-aza-2(4,2)-pyrimidina-1,4(1,3)-dibenzenacyclododecaphan-8-ene
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 472.59 g/molcalc.Computed value |
|---|---|
| Exact mass | 472.2474 Dacalc.Computed value |
| LogP (octanol/water) | 4.96calc.Computed value |
| Topological polar surface area | 68.74 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 7calc.Computed value |
| Rotatable bonds | 4calc.Computed value |
| Heavy atoms | 35calc.Computed value |
| Rings | 5calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.36calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
C1=CCOCc2cc(ccc2OCCN2CCCC2)Nc2nccc(n2)-c2cccc(c2)COC1
5 rings, 35 atoms.
4 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H360May damage fertility or the unborn child.
- H373May cause damage to organs through prolonged or repeated exposure.
- H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P318If exposed or concerned, get medical advice.
- P319Get medical help if you feel unwell.
- P391Collect spillage.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidPacritinib suppliers
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22 suppliers in 5 countries
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Pacritinib price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Roles
- anti-inflammatory agent
- antineoplastic agent
- apoptosis inducer
- enzyme inhibitor
- pharmaceutical
- protein kinase inhibitor
- tyrosine kinase inhibitor
Pharmacology
Pacritinib is a Kinase Inhibitor. The mechanism of action of pacritinib is as a Tyrosine Kinase Inhibitor, and Janus Kinase Inhibitor, and Cytochrome P450 1A2 Inhibitor, and Cytochrome P450 3A4 Inhibitor, and P-Glycoprotein Inhibitor, and Breast Cancer Resistance Protein Inhibitor, and Organic Cation Transporter 1 Inhibitor.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Pacritinib is traded under.
Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934
- United States24.5%
- Germany23.1%
- Japan4.5%
The HS code shown for Pacritinib is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Pacritinib, based on the data on this page
What is Pacritinib?
What is the CAS number of Pacritinib?
What is the molecular formula and weight of Pacritinib?
What is Pacritinib used for?
Is Pacritinib hazardous?
What is the HS code of Pacritinib?
Where can I buy Pacritinib?
What is the price of Pacritinib?
Guides for buyers
Practical guides that help when you source, ship or handle Pacritinib
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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