Asenapine maleate | CAS#85650-56-2 | 65576-45-6 | 1412458-61-7

MedKoo Cat#: 326708 | Name: Asenapine maleate

Description:

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

Asenapine, also known as Org 5222 and HSDB 8061, is an atypical antipsychotic developed for the treatment of schizophrenia and acute mania associated with bipolar disorder. Preliminary data indicate that it has minimal anticholinergic and cardiovascular side effects, as well as minimal weight gain. FDA approved this drug in August 2009.

Chemical Structure

Asenapine maleate

CAS#85650-56-2 (maleate)

Theoretical Analysis

MedKoo Cat#: 326708

Name: Asenapine maleate

CAS#: 85650-56-2 (maleate)

Chemical Formula: C21H20ClNO5

Exact Mass: 0.0000

Molecular Weight: 401.84

Elemental Analysis: C, 62.77; H, 5.02; Cl, 8.82; N, 3.49; O, 19.91

Price and Availability

Size	Price	Availability
50mg	USD 150.00	Ready to ship
100mg	USD 250.00	Ready to ship
200mg	USD 450.00	Ready to ship
1g	USD 1,250.00	Ready to ship
5g	USD 3,850.00	Ready to ship

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Related CAS #

85650-56-2 (maleate) 65576-45-6 (free)

Synonym

Org 5222; Org5222; Org-5222; HSDB 8061; HSDB-8061; HSDB8061; Asenapine; Asenapine maleate; trade names Saphris and Sycrest.

IUPAC/Chemical Name

(3aS,12bS)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole maleate

InChi Key

GMDCDXMAFMEDAG-CHHFXETESA-N

InChi Code

InChI=1S/C17H16ClNO.C4H4O4/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19;5-3(6)1-2-4(7)8/h2-8,14-15H,9-10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15-;/m1./s1

SMILES Code

CN1C[C@@](C2=CC=CC=C2OC3=CC=C(Cl)C=C34)([H])[C@]4([H])C1.O=C(O)/C=C\C(O)=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, 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

Related: 85650-56-2 ( Asenapine maleate) 65576-45-6 ( Asenapine free) 1412458-61-7 ( Asenapine HCl).

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#A20T05K11

QC Data

View QC data: current batch, Lot#A20T05K11

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Asenapine maleate is a 5-HT (1A, 1B, 2A, 2B, 2C, 5A, 6, 7) and D2 antagonist with Ki values of 0.03-4.0 nM, 1.3nM, respectively, and an antipsychotic.

In vitro activity:

To further determine whether AM (Asenapine maleate) act through ROS mediated signaling pathway, CFs were pretreated with or without AM followed by Ang II stimulation. The results demonstrated that AM could reduce the levels of ROS induced by Ang II (Fig. 4A). After pretreatment with 10 μM AM, the Ang II-induced activation of the TGFβ1/MAPK signal pathway was suppressed. Treatment with AM also reduced the expression of TGFβ1 and decreased the phosphorylation levels of ERK, JNK, and p38MAPK. Therefore, this study confirmed that AM can inhibit Ang II-induced cardiac fibrosis through the ROS/TGFβ1/MAPK signaling pathway (Fig. 4B and C). Reference: Biochem Biophys Res Commun. 2021 May 14;553:172-179. https://pubmed.ncbi.nlm.nih.gov/33773140/

In vivo activity:

As expected, administration of cumulative doses of the 5‐HT7 agonist LP‐44 (1‐4 mg/kg, i.v.) in control rats induced a dose‐dependent decrease in the firing activity of DR 5‐HT neurons with ED50=1.45 mg/kg (n=7; Figure 3A,B). Two‐way repeated‐measures ANOVA revealed a significant effect of SB 269970 pretreatment (F1,40=6.98, P<.05) on the potency of LP‐44 (F4,40=54.13, P<.001), but no SB 269970 x LP‐44 interaction. Similarly, an injection of Asenapine (1 mg/kg, i.v.) reduced the suppressant effect of LP‐44 on the firing activity of DR 5‐HT neurons, with ED50=3.54 mg/kg (n=7, Figure 3C,D). Two‐way repeated‐measures ANOVA indicated a significant effect of Asenapine (F1,55= 0.17, P<.01) on the potency of LP‐44 (F5,55=61.90, P<.001), and a significant interaction effect (F5,55=5.38, P<.001). Reference: CNS Neurosci Ther. 2017 Jun; 23(6): 518–525. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6492759/

	Solvent	mg/mL	mM
Solubility
	DMSO	48.4	120.42
	Ethanol	20.1	49.99
	Water	6.3	15.55

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 401.84 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.

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

Formulation protocol:

1. Wu HH, Meng TT, Chen JM, Meng FL, Wang SY, Liu RH, Chen JN, Ning B, Li Y, Su GH. Asenapine maleate inhibits angiotensin II-induced proliferation and activation of cardiac fibroblasts via the ROS/TGFβ1/MAPK signaling pathway. Biochem Biophys Res Commun. 2021 May 14;553:172-179. doi: 10.1016/j.bbrc.2021.03.042. Epub 2021 Mar 24. PMID: 33773140. 2. Grossini E, Gramaglia C, Farruggio S, Camillo L, Mary D, Vacca G, Zeppegno P. Asenapine modulates nitric oxide release and calcium movements in cardiomyoblasts. J Pharmacol Pharmacother. 2016 Jan-Mar;7(1):6-14. doi: 10.4103/0976-500X.179358. PMID: 27127388; PMCID: PMC4831496. 3. Foute Nelong T, Manduca JD, Zonneveld PM, Perreault ML. Asenapine maleate normalizes low frequency oscillatory deficits in a neurodevelopmental model of schizophrenia. Neurosci Lett. 2019 Oct 15;711:134404. doi: 10.1016/j.neulet.2019.134404. Epub 2019 Jul 26. PMID: 31356843. 4. Delcourte S, Abrial E, Etiévant A, Rovera R, Arnt J, Didriksen M, Haddjeri N. Asenapine modulates mood-related behaviors and 5-HT1A/7 receptors-mediated neurotransmission. CNS Neurosci Ther. 2017 Jun;23(6):518-525. doi: 10.1111/cns.12698. Epub 2017 Apr 17. PMID: 28417559; PMCID: PMC6492759.

In vitro protocol:

In vivo protocol:

1. Foute Nelong T, Manduca JD, Zonneveld PM, Perreault ML. Asenapine maleate normalizes low frequency oscillatory deficits in a neurodevelopmental model of schizophrenia. Neurosci Lett. 2019 Oct 15;711:134404. doi: 10.1016/j.neulet.2019.134404. Epub 2019 Jul 26. PMID: 31356843. 2. Delcourte S, Abrial E, Etiévant A, Rovera R, Arnt J, Didriksen M, Haddjeri N. Asenapine modulates mood-related behaviors and 5-HT1A/7 receptors-mediated neurotransmission. CNS Neurosci Ther. 2017 Jun;23(6):518-525. doi: 10.1111/cns.12698. Epub 2017 Apr 17. PMID: 28417559; PMCID: PMC6492759.

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