L 644711

We are open as normal during COVID-19 pandemic. Order online, same day shipping out.

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

MedKoo CAT#: 596579

CAS#: 81997-33-3

Description: L 644711 is a HCO3(-)/Cl(-) antiporter antagonist.


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-03-30. Prices are subject to change without notice.

L 644711 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 596579
Name: L 644711
CAS#: 81997-33-3
Chemical Formula: C18H18Cl2O4
Exact Mass: 368.0582
Molecular Weight: 369.23
Elemental Analysis: C, 58.55; H, 4.91; Cl, 19.20; O, 17.33


Synonym: L 644711; L-644711; L644711; B-3(+); DPOFA; L-644,711; L 644,711; L644,711;

IUPAC/Chemical Name: (R)-2-((5,6-dichloro-3-oxo-9a-propyl-2,3,9,9a-tetrahydro-1H-fluoren-7-yl)oxy)acetic acid

InChi Key: ALFVAHDVPGFPIK-GOSISDBHSA-N

InChi Code: InChI=1S/C18H18Cl2O4/c1-2-4-18-5-3-11(21)7-12(18)15-10(8-18)6-13(16(19)17(15)20)24-9-14(22)23/h6-7H,2-5,8-9H2,1H3,(H,22,23)/t18-/m1/s1

SMILES Code: O=C(O)COC1=CC(C[C@@]2(CCC)CC3)=C(C(Cl)=C1Cl)C2=CC3=O


Technical Data

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:
>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


References

1: Iserovich P, Qin Q, Petrukhin K. DPOFA, a Cl⁻/HCO₃⁻ exchanger antagonist, stimulates fluid absorption across basolateral surface of the retinal pigment epithelium. BMC Ophthalmol. 2011 Nov 15;11:33. doi: 10.1186/1471-2415-11-33. PubMed PMID: 22085910; PubMed Central PMCID: PMC3271048.

2: Kimelberg HK. Volume activated anion channel and astrocytic cellular edema in traumatic brain injury and stroke. Adv Exp Med Biol. 2004;559:157-67. PubMed PMID: 18727237.

3: Zhang Y, Zhang H, Feustel PJ, Kimelberg HK. DCPIB, a specific inhibitor of volume regulated anion channels (VRACs), reduces infarct size in MCAo and the release of glutamate in the ischemic cortical penumbra. Exp Neurol. 2008 Apr;210(2):514-20. doi: 10.1016/j.expneurol.2007.11.027. Epub 2007 Dec 7. PubMed PMID: 18206872; PubMed Central PMCID: PMC2362851.

4: Rutledge EM, Aschner M, Kimelberg HK. Pharmacological characterization of swelling-induced D-[3H]aspartate release from primary astrocyte cultures. Am J Physiol. 1998 Jun;274(6 Pt 1):C1511-20. PubMed PMID: 9696693.

5: Gross CE, Kimelberg HK, Raymond-Russell S, Booth C, Bednar MM. Delayed adjuvant therapy with the 21-aminosteroid U74006F and the anion channel blocker L644-711 does not improve outcome following thrombolytic therapy in a rabbit model of thromboembolic stroke. Surg Neurol. 1997 Jan;47(1):60-5; discussion 66-7. PubMed PMID: 8986168.

6: Olson JE, Kimelberg HK. Hypoosmotic volume regulation and osmolyte transport in astrocytes is blocked by an anion transport inhibitor, L-644,711. Brain Res. 1995 Jun 5;682(1-2):197-202. PubMed PMID: 7552311.

7: Thakran P, Nelson RM Jr, Leuschen MP. Loop diuretic derivative L-644,711 inhibits K(+)-stimulated cellular injury in neonatal guinea pig cortical astrocytes. Mol Chem Neuropathol. 1994 Jan;21(1):23-39. PubMed PMID: 8179770.

8: Jalonen T. Single-channel characteristics of the large-conductance anion channel in rat cortical astrocytes in primary culture. Glia. 1993 Nov;9(3):227-37. PubMed PMID: 7507468.

9: Song CW, Lyons JC, Griffin RJ, Makepeace CM, Cragoe EJ Jr. Increase in thermosensitivity of tumor cells by lowering intracellular pH. Cancer Res. 1993 Apr 1;53(7):1599-601. PubMed PMID: 8384080.

10: Aschner M, Du YL, Gannon M, Kimelberg HK. Methylmercury-induced alterations in excitatory amino acid transport in rat primary astrocyte cultures. Brain Res. 1993 Feb 5;602(2):181-6. PubMed PMID: 8095428.

11: Bednar MM, Kohut JJ, Kimelberg HK, Gross JJ, Gross CE. In vitro evidence supporting two mechanisms of action for the anion transport inhibitor L-644,711 in cerebral ischaemia. Neurol Res. 1992 Mar;14(1):53-6. PubMed PMID: 1351260.

12: Kohut JJ, Bednar MM, Kimelberg HK, McAuliffe TL, Gross CE. Reduction in ischemic brain injury in rabbits by the anion transport inhibitor L-644,711. Stroke. 1992 Jan;23(1):93-7. PubMed PMID: 1731427.

13: Kimelberg HK, Sankar P, O'Connor ER, Jalonen T, Goderie SK. Functional consequences of astrocytic swelling. Prog Brain Res. 1992;94:57-68. Review. PubMed PMID: 1287732.

14: Matsumura JS, Cole DJ, Schell RM, Wong MH. L-644,711, a novel anion transport inhibitor, increases isoflurane MAC in rats. Anesth Analg. 1991 Aug;73(2):199-203. PubMed PMID: 1713025.

15: Kimelberg HK, Goderie S. Inhibition of potassium-activated release of D-aspartate from astrocytes by an anion transport inhibitor. Ann N Y Acad Sci. 1991;633:619-22. PubMed PMID: 1789594.

16: Kimelberg HK, Rose JW, Barron KD, Waniewski RA, Cragoe EJ. Astrocytic swelling in traumatic-hypoxic brain injury. Beneficial effects of an inhibitor of anion exchange transport and glutamate uptake in glial cells. Mol Chem Neuropathol. 1989 Aug;11(1):1-31. PubMed PMID: 2570584.

17: Trachtman H, Cragoe EJ Jr. Hyponatremia-induced brain edema in guinea pigs is reduced by treatment with the novel anion transport inhibitor L-644,711. Life Sci. 1989;45(22):2141-7. PubMed PMID: 2601567.

18: Lin JH, Hsieh JY. Enantioselective disposition and protein binding of [(5,6-dichloro-9a-propyl-3-oxo-2,3,9,9a-tetrahydro-1-H-fluoren-7 -yl)-oxy] acetic acid, a new cerebral antiedemic agent, in rats. Drug Metab Dispos. 1988 Jul-Aug;16(4):540-5. PubMed PMID: 2903020.

19: Barron KD, Dentinger MP, Kimelberg HK, Nelson LR, Bourke RS, Keegan S, Mankes R, Cragoe EJ Jr. Ultrastructural features of a brain injury model in cat. I. Vascular and neuroglial changes and the prevention of astroglial swelling by a fluorenyl (aryloxy) alkanoic acid derivative (L-644,711). Acta Neuropathol. 1988;75(3):295-307. PubMed PMID: 3348086.

20: Faraj BA, Cragoe EJ Jr, Sarper R, Camp M, Malveaux E. Treatment of tyramine-induced brain edema with anion transport inhibitor L-644,711. Life Sci. 1988;42(24):2429-37. PubMed PMID: 3287082.