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MedKoo Cat#: 564239 | Name: Ciliobrevin D
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ciliobrevin D is a AAA+ ATPase motor cytoplasmic dynein inhibitor.

Chemical Structure

Ciliobrevin D
Ciliobrevin D
CAS#1370554-01-0

Theoretical Analysis

MedKoo Cat#: 564239

Name: Ciliobrevin D

CAS#: 1370554-01-0

Chemical Formula: C17H8Cl3N3O2

Exact Mass: 390.9682

Molecular Weight: 392.62

Elemental Analysis: C, 52.01; H, 2.05; Cl, 27.09; N, 10.70; O, 8.15

Price and Availability

Size Price Availability Quantity
10mg USD 285.00 2 Weeks
25mg USD 550.00 2 Weeks
50mg USD 850.00 2 Weeks
100mg USD 1,350.00 2 Weeks
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Related CAS #
No Data
Synonym
Ciliobrevin D
IUPAC/Chemical Name
2-(7-Chloro-4-oxo-3,4-dihydroquinazolin-2(1H)-ylidene)-3-(2,4-dichlorophenyl)-3-oxopropanenitrile
InChi Key
JKKSCGHDRHRWOQ-FOWTUZBSSA-N
InChi Code
InChI=1S/C17H8Cl3N3O2/c18-8-1-3-10(13(20)5-8)15(24)12(7-21)16-22-14-6-9(19)2-4-11(14)17(25)23-16/h1-6,22H,(H,23,25)/b16-12+
SMILES Code
N#C/C(C(C1=CC=C(Cl)C=C1Cl)=O)=C(N2)/NC3=C(C=CC(Cl)=C3)C2=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 392.62 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sainath R, Gallo G. The dynein inhibitor Ciliobrevin D inhibits the bidirectional transport of organelles along sensory axons and impairs NGF- mediated regulation of growth cones and axon branches. Dev Neurobiol. 2015 Jul;75(7):757-77. doi: 10.1002/dneu.22246. Epub 2014 Nov 20. PMID: 25404503; PMCID: PMC4436090. 2: van der Horst J, Rognant S, Hellsten Y, Aalkjær C, Jepps TA. Dynein Coordinates β2-Adrenoceptor-Mediated Relaxation in Normotensive and Hypertensive Rat Mesenteric Arteries. Hypertension. 2022 Oct;79(10):2214-2227. doi: 10.1161/HYPERTENSIONAHA.122.19351. Epub 2022 Aug 5. PMID: 35929419. 3: van der Horst J, Rognant S, Abbott GW, Ozhathil LC, Hägglund P, Barrese V, Chuang CY, Jespersen T, Davies MJ, Greenwood IA, Gourdon P, Aalkjær C, Jepps TA. Dynein regulates Kv7.4 channel trafficking from the cell membrane. J Gen Physiol. 2021 Mar 1;153(3):e202012760. doi: 10.1085/jgp.202012760. PMID: 33533890; PMCID: PMC7863719. 4: Dores C, Alpaugh W, Su L, Biernaskie J, Dobrinski I. Primary cilia on porcine testicular somatic cells and their role in hedgehog signaling and tubular morphogenesis in vitro. Cell Tissue Res. 2017 Apr;368(1):215-223. doi: 10.1007/s00441-016-2523-6. Epub 2016 Nov 14. PMID: 27841005; PMCID: PMC5495557. 5: Wen Q, Tang EI, Lui WY, Lee WM, Wong CKC, Silvestrini B, Cheng CY. Dynein 1 supports spermatid transport and spermiation during spermatogenesis in the rat testis. Am J Physiol Endocrinol Metab. 2018 Nov 1;315(5):E924-E948. doi: 10.1152/ajpendo.00114.2018. Epub 2018 Jul 17. PMID: 30016153; PMCID: PMC6293164. 6: Harasztosi C, Klenske E, Gummer AW. Vesicle traffic in the outer hair cell. Eur J Neurosci. 2021 Aug;54(3):4755-4767. doi: 10.1111/ejn.15331. Epub 2021 Jul 5. PMID: 34043848. 7: Pandey JP, Shi L, Brebion RA, Smith DS. LIS1 and NDEL1 Regulate Axonal Trafficking of Mitochondria in Mature Neurons. Front Mol Neurosci. 2022 Apr 7;15:841047. doi: 10.3389/fnmol.2022.841047. PMID: 35465088; PMCID: PMC9025594. 8: Yonemura Y, Sakai Y, Nakata R, Hagita-Tatsumoto A, Miyasaka T, Misonou H. Active Transport by Cytoplasmic Dynein Maintains the Localization of MAP2 in Developing Neurons. bioRxiv [Preprint]. 2023 Apr 30:2023.04.26.538370. doi: 10.1101/2023.04.26.538370. PMID: 37163107; PMCID: PMC10168327. 9: Roossien DH, Lamoureux P, Miller KE. Cytoplasmic dynein pushes the cytoskeletal meshwork forward during axonal elongation. J Cell Sci. 2014 Aug 15;127(Pt 16):3593-602. doi: 10.1242/jcs.152611. Epub 2014 Jun 20. PMID: 24951117. 10: Zhang L, Fang Y, Cheng X, Lian Y, Xu H. Interaction between TRPML1 and p62 in Regulating Autophagosome-Lysosome Fusion and Impeding Neuroaxonal Dystrophy in Alzheimer's Disease. Oxid Med Cell Longev. 2022 Jan 25;2022:8096009. doi: 10.1155/2022/8096009. PMID: 35116093; PMCID: PMC8807035. 11: Miao Y, Zhou C, Cui Z, Tang L, ShiYang X, Lu Y, Zhang M, Dai X, Xiong B. Dynein promotes porcine oocyte meiotic progression by maintaining cytoskeletal structures and cortical granule arrangement. Cell Cycle. 2017;16(21):2139-2145. doi: 10.1080/15384101.2017.1380133. Epub 2017 Oct 4. PMID: 28933593; PMCID: PMC5731405. 12: Girardet L, Bernet A, Calvo E, Soulet D, Joly-Beauparlant C, Droit A, Cyr DG, Belleannée C. Hedgehog signaling pathway regulates gene expression profile of epididymal principal cells through the primary cilium. FASEB J. 2020 Jun;34(6):7593-7609. doi: 10.1096/fj.202000328R. Epub 2020 Apr 13. PMID: 32283570. 13: Yamada S, Tanaka Y, Imai KS, Saigou M, Onuma TA, Nishida H. Wavy movements of epidermis monocilia drive the neurula rotation that determines left-right asymmetry in ascidian embryos. Dev Biol. 2019 Apr 15;448(2):173-182. doi: 10.1016/j.ydbio.2018.07.023. Epub 2018 Jul 27. PMID: 30059669. 14: Wang HM, Yan Q, Yang T, Cheng H, Du J, Yoshioka K, Kung SK, Ding GH. Scaffold protein JLP is critical for CD40 signaling in B lymphocytes. J Biol Chem. 2015 Feb 27;290(9):5256-66. doi: 10.1074/jbc.M114.618496. Epub 2015 Jan 13. PMID: 25586186; PMCID: PMC4342446. 15: Zhang X, Mak M. Biophysical Informatics Approach For Quantifying Phenotypic Heterogeneity In Cancer Cell Migration In Confined Microenvironments. Bioinformatics. 2021 Feb 1:btab053. doi: 10.1093/bioinformatics/btab053. Epub ahead of print. PMID: 33523141. 16: Pinazza M, Ghisi M, Minuzzo S, Agnusdei V, Fossati G, Ciminale V, Pezzè L, Ciribilli Y, Pilotto G, Venturoli C, Amadori A, Indraccolo S. Histone deacetylase 6 controls Notch3 trafficking and degradation in T-cell acute lymphoblastic leukemia cells. Oncogene. 2018 Jul;37(28):3839-3851. doi: 10.1038/s41388-018-0234-z. Epub 2018 Apr 12. PMID: 29643474; PMCID: PMC6041259. 17: Horníková L, Fraiberk M, Man P, Janovec V, Forstová J. VP1, the major capsid protein of the mouse polyomavirus, binds microtubules, promotes their acetylation and blocks the host cell cycle. FEBS J. 2017 Jan;284(2):301-323. doi: 10.1111/febs.13977. Epub 2017 Jan 9. PMID: 27885808. 18: Chen X, Gays D, Milia C, Santoro MM. Cilia Control Vascular Mural Cell Recruitment in Vertebrates. Cell Rep. 2017 Jan 24;18(4):1033-1047. doi: 10.1016/j.celrep.2016.12.044. PMID: 28122229; PMCID: PMC5289940. 19: Hasegawa S, Sagawa T, Ikeda K, Okada Y, Hayashi K. Investigation of multiple-dynein transport of melanosomes by non-invasive force measurement using fluctuation unit χ. Sci Rep. 2019 Mar 25;9(1):5099. doi: 10.1038/s41598-019-41458-w. PMID: 30911050; PMCID: PMC6433852. 20: Lecland N, Lüders J. Imaging and Quantifying the Dynamics of γ-Tubulin at Microtubule Minus Ends in Mitotic Spindles. Methods Mol Biol. 2016;1413:63-75. doi: 10.1007/978-1-4939-3542-0_5. PMID: 27193843.