L 644711

    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.


Chemical Structure

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L 644711
CAS# 81997-33-3

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

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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

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

Preparing Stock Solutions

The following data is based on the product molecular weight 369.23 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

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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.