MedKoo Cat#: 577124 | Name: Quinacrine hydrochloride dihydrate

Description:

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

Quinacrine hydrochloride dihydrate is a 9-aminoacridine derivative quinacrine with potential antineoplastic and antiparasitic activities. Quinacrine may inhibit the transcription and activity of both basal and inducible nuclear factor-kappaB (NF-kappaB), which may result in the induction of tumor suppressor p53 transcription, the restoration of p53-dependent apoptotic pathways, and tumor cell apoptosis. Continuous NF-kappaB signaling, present in many tumors and in chronic inflammatory processes, promotes the expression of antiapoptotic proteins and cytokines while downregulating the expression of proapoptotic proteins, such as p53.

Chemical Structure

Quinacrine hydrochloride dihydrate
Quinacrine hydrochloride dihydrate
CAS#6151-30-0 (HCl hydrate)

Theoretical Analysis

MedKoo Cat#: 577124

Name: Quinacrine hydrochloride dihydrate

CAS#: 6151-30-0 (HCl hydrate)

Chemical Formula: C23H36Cl3N3O3

Exact Mass: 507.1822

Molecular Weight: 508.91

Elemental Analysis: C, 54.28; H, 7.13; Cl, 20.90; N, 8.26; O, 9.43

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
Atabrine hydrochloride dihydrate; Mepacrine hydrochloride dihydrate; Quinacrine hydrochloride dihydrate
IUPAC/Chemical Name
1,4-Pentanediamine, N(sup 4)-(6-chloro-2-methoxy-9-acridinyl)-N(sup 1),N(sup 1)-diethyl-, dihydrochloride, dihydrate
InChi Key
RZFNKJVCPDLQQA-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H30ClN3O.2ClH.2H2O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23;;;;/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26);2*1H;2*1H2
SMILES Code
O.O.Cl.Cl.CCN(CC)CCCC(C)Nc1c2ccc(Cl)cc2nc3ccc(OC)cc13
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 508.91 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: Bhattacharyya S. Quinacrine sterilization (QS): the ethical issues. Int J Gynaecol Obstet. 2003 Oct;83 Suppl 2:S13-21. Review. PubMed PMID: 14763181. 2: Zipper J, Kessel E. Quinacrine sterilization: a retrospective. Int J Gynaecol Obstet. 2003 Oct;83 Suppl 2:S7-11. Review. PubMed PMID: 14763180. 3: Furukawa H, Takahashi M, Nakajima M, Yamada T. [Prospects of the therapeutic approaches to Creutzfeldt-Jakob disease: a clinical trial of antimalarial, quinacrine]. Nihon Rinsho. 2002 Aug;60(8):1649-57. Review. Japanese. PubMed PMID: 12187766. 4: Lippes J. Quinacrine sterilization: the imperative need for american clinical trials. Fertil Steril. 2002 Jun;77(6):1106-9. Review. PubMed PMID: 12057713. 5: Benagiano G. Non-surgical female sterilization with quinacrine: an update. Contraception. 2001 May;63(5):239-45. Review. PubMed PMID: 11448462.