MedKoo Cat#: 407329 | Name: RO5-4864

Description:

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

Ro5-4864, also known as 4'-chlorodiazepam, is a potent and selective TSPO inhibitor. Ro5-4864 lacks affinity for GABAA receptors and lacks typical benzodiazepine effects, instead being sedative yet also convulsant and anxiogenic in effects. Despite its convulsant effects, at lower doses Ro5-4864 has proved to be neuroprotective and has become widely used for research into the role of the TSPO protein in neurotoxicity. In vitro studies and rodent models also suggest the possibility of analgesic, antidepressant, cardioprotective, and anti-cancer effects.

Chemical Structure

RO5-4864
RO5-4864
CAS#14439-61-3

Theoretical Analysis

MedKoo Cat#: 407329

Name: RO5-4864

CAS#: 14439-61-3

Chemical Formula: C16H12Cl2N2O

Exact Mass: 318.0327

Molecular Weight: 319.19

Elemental Analysis: C, 60.21; H, 3.79; Cl, 22.21; N, 8.78; O, 5.01

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
RO5-4864; RO 5-4864; RO-5-4864; RO54864; RO 54864; RO-54864, 4'-chlorodiazepam.
IUPAC/Chemical Name
7-Chloro-5-(4-chlorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one
InChi Key
PUMYFTJOWAJIKF-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-12(18)8-13(14)16(19-9-15(20)21)10-2-4-11(17)5-3-10/h2-8H,9H2,1H3
SMILES Code
O=C1N(C)C2=CC=C(Cl)C=C2C(C3=CC=C(Cl)C=C3)=NC1
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, not in water
Shelf Life
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 319.19 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: Veenman L, Gavish M. The role of 18 kDa mitochondrial translocator protein (TSPO) in programmed cell death, and effects of steroids on TSPO expression. Curr Mol Med. 2012 May;12(4):398-412. Review. PubMed PMID: 22348610. 2: Papadopoulos V, Lecanu L. Translocator protein (18 kDa) TSPO: an emerging therapeutic target in neurotrauma. Exp Neurol. 2009 Sep;219(1):53-7. doi: 10.1016/j.expneurol.2009.04.016. Epub 2009 May 4. Review. PubMed PMID: 19409385; PubMed Central PMCID: PMC2728790. 3: Veenman L, Papadopoulos V, Gavish M. Channel-like functions of the 18-kDa translocator protein (TSPO): regulation of apoptosis and steroidogenesis as part of the host-defense response. Curr Pharm Des. 2007;13(23):2385-405. Review. PubMed PMID: 17692008. 4: James ML, Selleri S, Kassiou M. Development of ligands for the peripheral benzodiazepine receptor. Curr Med Chem. 2006;13(17):1991-2001. Review. PubMed PMID: 16842193. 5: Veenman L, Gavish M. The peripheral-type benzodiazepine receptor and the cardiovascular system. Implications for drug development. Pharmacol Ther. 2006 Jun;110(3):503-24. Epub 2005 Dec 7. Review. PubMed PMID: 16337685. 6: Weissman BA, Brandeis R, Gilat E, Cohen G, Alkalay D, Rabinovitz I, Sonego H, Raveh L. Monitoring drug-induced neurodegeneration by imaging of peripheral benzodiazepine receptors. Ann N Y Acad Sci. 2004 Oct;1025:584-9. Review. PubMed PMID: 15542766. 7: Decaudin D. Peripheral benzodiazepine receptor and its clinical targeting. Anticancer Drugs. 2004 Sep;15(8):737-45. Review. PubMed PMID: 15494634. 8: Weissman BA, Raveh L. Peripheral benzodiazepine receptors: on mice and human brain imaging. J Neurochem. 2003 Feb;84(3):432-7. Review. PubMed PMID: 12558962. 9: Casellas P, Galiegue S, Basile AS. Peripheral benzodiazepine receptors and mitochondrial function. Neurochem Int. 2002 May;40(6):475-86. Review. PubMed PMID: 11850104. 10: Yoshii M, Nakamoto Y, Watabe S, Mugishima G, Habu H, Shiotani T, Nabeshima T. [Mitochondrial benzodiazepine receptors (MBR) in association with neurological disorders]. Nihon Shinkei Seishin Yakurigaku Zasshi. 1998 Apr;18(2):49-54. Review. Japanese. PubMed PMID: 9656233. 11: Miller LG, Koff JM. Interaction of central and peripheral benzodiazepine sites in benzodiazepine tolerance and discontinuation. Prog Neuropsychopharmacol Biol Psychiatry. 1994 Sep;18(5):847-57. Review. PubMed PMID: 7972856. 12: Weizman R, Gavish M. Molecular cellular and behavioral aspects of peripheral-type benzodiazepine receptors. Clin Neuropharmacol. 1993 Oct;16(5):401-17. Review. PubMed PMID: 8221702. 13: Gavish M, Katz Y, Bar-Ami S, Weizman R. Biochemical, physiological, and pathological aspects of the peripheral benzodiazepine receptor. J Neurochem. 1992 May;58(5):1589-601. Review. PubMed PMID: 1313848. 14: Izquierdo I, Medina JH, Da-Cunha C, Wolfman C, Jerusalinsky D, Ferreira MB. Memory modulation by brain benzodiazepines. Braz J Med Biol Res. 1991;24(9):865-81. Review. PubMed PMID: 1797279. 15: Snyder SH, McEnery MW, Verma A. Molecular mechanisms of peripheral benzodiazepine receptors. Neurochem Res. 1990 Feb;15(2):119-23. Review. PubMed PMID: 2159119. 16: Song LC, Zhou TC. [Do the peripheral-type benzodiazepine binding sites have any physiological function?]. Sheng Li Ke Xue Jin Zhan. 1988 Jan;19(1):70-2. Review. Chinese. PubMed PMID: 3293205. 17: Phillis JW, O'Regan MH. The role of adenosine in the central actions of the benzodiazepines. Prog Neuropsychopharmacol Biol Psychiatry. 1988;12(4):389-404. Review. PubMed PMID: 2900536. 18: Lawrence LJ, Gee KW, Yamamura HI. Interactions of pyrethroid insecticides with chloride ionophore-associated binding sites. Neurotoxicology. 1985 Summer;6(2):87-98. Review. PubMed PMID: 2410833. 19: Gee KW, Yamamura SH, Roeske WR, Yamamura HI. Benzodiazepine receptor heterogeneity: possible molecular basis and functional significance. Fed Proc. 1984 Oct;43(13):2767-72. Review. PubMed PMID: 6090222. 20: Pellow S, File SE. Behavioural actions of Ro 5-4864: a peripheral-type benzodiazepine? Life Sci. 1984 Jul 16;35(3):229-40. Review. PubMed PMID: 6087055.