CompoundList
Sign in
Screening compounds

Plinabulin

Also known as plinabulina, plinabuline, plinabulinum

CAS 714272-27-2Formula C19H20N4O2Molar mass 336.40 g/mol
1 supplier listed
Get quotes See the supplier
Plinabulin chemical structure, C19H20N4O2, CAS 714272-27-2
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
714272-27-2
Formula
C19H20N4O2
Molar mass
336.40 g/mol
HS code
293329
Category
Screening compounds

What is Plinabulin?

Plain description, key identifiers and synonyms

Plinabulin is a member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione substituted by benzylidene and (5-tert-butyl-1H-imidazol-4-yl)methylidene groups at positions 3 and 6, respectively. It is a vascular disrupting agent and a microtubule destabalising agent which was in clinical trials (now discontinued) for the treatment of non-small cell lung cancer. It has a role as an antineoplastic agent, an angiogenesis inhibitor, a microtubule-destabilising agent and an apoptosis inducer. It is a member of benzenes, a member of imidazoles, a member of 2,5-diketopiperazines and an olefinic compound.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(3Z,6Z)-3-benzylidene-6-[(5-tert-butyl-1H-imidazol-4-yl)methylidene]piperazine-2,5-dione
CAS number
714272-27-2 CAS number cross-checked
Molecular formula
C19H20N4O2
UNII
986FY7F8XR
MDL number
MFCD18074510
InChIKey
UNRCMCRRFYFGFX-TYPNBTCFSA-N
InChI
InChI=1S/C19H20N4O2/c1-19(2,3)16-13(20-11-21-16)10-15-18(25)22-14(17(24)23-15)9-12-7-5-4-6-8-12/h4-11H,1-3H3,(H,20,21)(H,22,25)(H,23,24)/b14-9-,15-10-
Canonical SMILES
CC(C)(C)c1[nH]cnc1C=c1[nH]c(=O)c(=Cc2ccccc2)[nH]c1=O
Isomeric SMILES
CC(C)(C)C1=C(N=CN1)/C=C\2/C(=O)N/C(=C\C3=CC=CC=C3)/C(=O)N2

Synonyms

  • plinabulina
  • plinabuline
  • plinabulinum
  • NPI 2358
  • 2,5-Piperazinedione, 3-((5-(1,1-dimethylethyl)-1H-imidazol-4-yl)methylene)-6-(phenylmethylene)-, (3Z,6Z)-
  • (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylidene)-6-(phenylmethylidene)piperazine-2,5-dione
  • (3Z,6Z)-6-Benzylidene-3-((5-(1,1-dimethylethyl)-1H-imidazol-4-yl)methylidene)piperazine-2,5-dione
  • Plinabulin (NPI-2358)
  • (3z,6z)-3-Benzylidene-6-[(5-Tert-Butyl-1h-Imidazol-4-Yl)methylidene]piperazine-2,5-Dione
  • Plinabulin(NPI-2358)
  • BPI 2358
  • (3E,6E)-3-Benzylidene-6-[(5-tert-butyl-1H-imidazol-4-yl)methylidene]piperazine-2,5-dione
  • (3Z,6Z)-3-[[5-(1,1-dimethylethyl)-1H-imidazol-4-yl]methylene]-6-(phenylmethylene)-2,5-Piperazinedione
  • (Z)-3-((Z)-Benzylidene)-6-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)piperazine-2,5-dione
  • NPI-2358 (Plinabulin)
  • Plinabulin?
  • Plinabulin (USAN/INN)
  • (3Z,6Z)-3-benzylidene-6-((5-(tert-butyl)-1H-imidazol-4-yl)methylene)piperazine-2,5-dione
  • (3Z,6Z)-3-benzylidene-6-[(5-tert-butyl-1H-imidazol-4-yl)methylene]piperazine-2,5-dione
  • (3Z,6Z)-3-Benzylidene-6-[[5-(tert-butyl)-4-imidazolyl]methylene]piperazine-2,5-dione
  • (3Z,6Z)-3-Benzylidene-6-{[5-(2-methyl-2-propanyl)-1H-imidazol-4-yl]methylene}-2,5-piperazinedione
  • (3Z,6Z)-6-Benzylidene-3-((5-(1,1-dimethylethyl)-1H-imidazol-4- yl)methylidene)piperazine-2,5-dione

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
336.40 g/molcalc.
Exact mass
336.1586 Dacalc.
LogP (octanol/water)
0.74calc.
Topological polar surface area
94.4 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
2calc.
Heavy atoms
25calc.
Rings
3calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.21calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=c1[nH]c(=Cc2c[nH]cn2)c(=O)[nH]c1=Cc1ccccc1

O=c1[nH]c(=Cc2c[nH]cn2)c(=O)[nH]c1=Cc1ccccc1

3 rings, 21 atoms.

5 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Plinabulin suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

See the supplier

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

1 supplier in 1 country

Send one request to many suppliers

Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.

Choose suppliersPost a request

Plinabulin price

Indicative price range per kg from live supplier offers

No published prices right now

Suppliers quote this chemical on request. Send one free request and compare quotes side by side.

Get latest price

Uses and applications

What the substance is used for, by industry and function

Roles

  • angiogenesis inhibitor
  • antimitotic
  • antineoplastic agent
  • apoptosis inducer
  • microtubule-destabilising agent
  • pharmaceutical
  • tubulin modulator

Pharmacology

Plinabulin is an orally active diketopiperazine derivative with potential antineoplastic activity. Plinabulin selectively targets and binds to the colchicine-binding site of tubulin, thereby interrupting equilibrium of microtubule dynamics. This disrupts mitotic spindle assembly leading to cell cycle arrest at M phase and blockage of cell division. In addition, plinabulin may also inhibit growth of proliferating vascular endothelial cells, thereby disrupting the function of tumor vasculature that further contributes to a decrease in tumor cell proliferation.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Plinabulin is traded under.

HS 2933.29Indicative HS code

Compounds containing an unfused imidazole ring (whether or not hydrogenated) in the…

World exports in 2024
$1.43B
−7.6% vs 2023, imports $1.47B
2019 to 2024
Top exporters
  1. China28.1%
  2. France * partner reported12.7%
  3. India * partner reported10.3%
Top importers
  1. United Kingdom13.0%
  2. United States7.9%
  3. China6.5%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Plinabulin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Plinabulin, based on the data on this page

What is Plinabulin?

Plinabulin is a member of the class of 2,5-diketopiperazines that is piperazine-2,5-dione substituted by benzylidene and (5-tert-butyl-1H-imidazol-4-yl)methylidene groups at positions 3 and 6, respectively.

What is the CAS number of Plinabulin?

The CAS registry number of Plinabulin is 714272-27-2.

What is the molecular formula and weight of Plinabulin?

The molecular formula of Plinabulin is C19H20N4O2 and its molar mass is 336.40 g/mol.

What is Plinabulin used for?

Known uses and roles of Plinabulin include building blocks in research and laboratory, screening compounds in research and laboratory, angiogenesis inhibitor, antimitotic, antineoplastic agent and 4 more.

Is Plinabulin hazardous?

No GHS hazard classification for Plinabulin is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Plinabulin?

Plinabulin is usually classified under HS code 293329 (Compounds containing an unfused imidazole ring (whether or not hydrogenated) in the…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Plinabulin?

CompoundList lists 1 supplier of Plinabulin in China. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Plinabulin?

Suppliers quote Plinabulin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Plinabulin

Get quotes for Plinabulin

Post one free request with your grade, quantity and destination. Matching suppliers send quotes you can compare side by side.
Post a request Sell Plinabulin
Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
Embed this structure on your websiteShow code

Paste this code into your page to show the 2D structure of Plinabulin with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.

<iframe src="https://www.compoundlist.com/embed/structure/plinabulin-714272-27-2" title="Plinabulin structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>
Preview the embed

Explore more in Screening compounds or HS code 293329

1 supplier
Free quotes, contact stays private
Get quotes