MedKoo Cat#: 145209 | Name: CL-4AS-1

Description:

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

CL-4AS-1 is an AR agonist. CL-4AS-1 exhibits distinct characteristics such as failure to upregulate AR expression. CL-4AS-1 inhibits the proliferation of MCF-7, MDA-MB-453, and MDA-MB-231 cells. It has potential to be a novel therapeutic agent for breast cancer treatment with different mechanisms as compared to traditional AR agonists.

Chemical Structure

CL-4AS-1
CL-4AS-1
CAS#188589-66-4

Theoretical Analysis

MedKoo Cat#: 145209

Name: CL-4AS-1

CAS#: 188589-66-4

Chemical Formula: C26H33ClN2O2

Exact Mass: 440.2231

Molecular Weight: 441.01

Elemental Analysis: C, 70.81; H, 7.54; Cl, 8.04; N, 6.35; O, 7.26

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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Related CAS #
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Synonym
CL-4AS-1; CL-4AS1; CL4AS-1; CL4AS1; CL 4AS 1;
IUPAC/Chemical Name
(4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-(2-chlorophenyl)-1,4a,6a-trimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
InChi Key
CTVXDPDUOKQBKZ-GFNRTWGOSA-N
InChi Code
1S/C26H33ClN2O2/c1-25-14-12-18-16(8-11-22-26(18,2)15-13-23(30)29(22)3)17(25)9-10-19(25)24(31)28-21-7-5-4-6-20(21)27/h4-7,13,15-19,22H,8-12,14H2,1-3H3,(H,28,31)/t16-,17-,18-,19+,22+,25-,26+/m0/s1
SMILES Code
[H][C@@]12CC[C@H](C(=O)NC3=C(Cl)C=CC=C3)[C@@]1(C)CC[C@@]4([H])[C@@]2([H])CC[C@@]5([H])N(C)C(=O)C=C[C@]45C
Appearance
To be determined
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 441.01 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: Ahram M, Mustafa E, Abu Hammad S, Alhudhud M, Bawadi R, Tahtamouni L, Khatib F, Zihlif M. The cellular and molecular effects of the androgen receptor agonist, Cl-4AS-1, on breast cancer cells. Endocr Res. 2018 Aug;43(3):203-214. doi: 10.1080/07435800.2018.1455105. Epub 2018 Mar 26. PMID: 29578828. 2: Schmidt A, Harada SI, Kimmel DB, Bai C, Chen F, Rutledge SJ, Vogel RL, Scafonas A, Gentile MA, Nantermet PV, McElwee-Witmer S, Pennypacker B, Masarachia P, Sahoo SP, Kim Y, Meissner RS, Hartman GD, Duggan ME, Rodan GA, Towler DA, Ray WJ. Identification of anabolic selective androgen receptor modulators with reduced activities in reproductive tissues and sebaceous glands. J Biol Chem. 2009 Dec 25;284(52):36367-36376. doi: 10.1074/jbc.M109.049734. Epub 2009 Oct 21. PMID: 19846549; PMCID: PMC2794752. 3: Stacchini C, Botrè F, Comunità F, de la Torre X, Dima AP, Ricci M, Mazzarino M. Simultaneous detection of different chemical classes of selective androgen receptor modulators in urine by liquid chromatography-mass spectrometry-based techniques. J Pharm Biomed Anal. 2021 Feb 20;195:113849. doi: 10.1016/j.jpba.2020.113849. Epub 2020 Dec 28. PMID: 33383501. 4: Ahram M, Mustafa E, Zaza R, Abu Hammad S, Alhudhud M, Bawadi R, Zihlif M. Differential expression and androgen regulation of microRNAs and metalloprotease 13 in breast cancer cells. Cell Biol Int. 2017 Dec;41(12):1345-1355. doi: 10.1002/cbin.10841. Epub 2017 Sep 5. PMID: 28816390. 5: Conde K, Fabelo C, Krause WC, Propst R, Goethel J, Fischer D, Hur J, Meza C, Ingraham HA, Wagner EJ. Testosterone Rapidly Augments Retrograde Endocannabinoid Signaling in Proopiomelanocortin Neurons to Suppress Glutamatergic Input from Steroidogenic Factor 1 Neurons via Upregulation of Diacylglycerol Lipase-α. Neuroendocrinology. 2017;105(4):341-356. doi: 10.1159/000453370. Epub 2016 Nov 21. PMID: 27871072; PMCID: PMC5839320.