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L6538

Sigma-Aldrich

Limaprost

≥99%, crystalline

Synonym(s):

11α,15S-Dihydroxy-17S,20-dimethyl-9-oxo-prosta-2E,13E-dien-1-oic acid, 17α,20-dimethyl-δ2-PGE1

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1 MG
$170.00

$170.00

Estimated to ship onMay 31, 2025

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1 MG
$170.00

About This Item

Empirical Formula (Hill Notation):
C22H36O5
CAS Number:
74397-12-9
Molecular Weight:
380.52
MDL number:
MFCD00868275
UNSPSC Code:
51111800
PubChem Substance ID:
329817640
NACRES:
NA.77

$170.00

Estimated to ship onMay 31, 2025

Request a Bulk Order

Quality Level

200

assay

≥99%

form

crystalline

solubility

DMF: soluble
DMSO: soluble
ethanol: soluble

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCC[C@H](C)C[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(O)=O

InChI

1S/C22H36O5/c1-3-4-9-16(2)14-17(23)12-13-19-18(20(24)15-21(19)25)10-7-5-6-8-11-22(26)27/h8,11-13,16-19,21,23,25H,3-7,9-10,14-15H2,1-2H3,(H,26,27)/b11-8+,13-12+/t16-,17+,18+,19+,21+/m0/s1

InChI key

OJZYRQPMEIEQFC-UAWLTFRCSA-N

Biochem/physiol Actions

Limaprost exhibits cytoprotective, vasodilatory, and antiplatelet activity. Limaprost has the potential to treat lumbar spinal canal stenosis (LSCS) and several ischaemic symptoms of thromboangiitis obliterans (TAO).[1]

Other Notes

Potent analog of PGE1 with prolonged half-life.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG9800
SLCF8085
SLCD8834
SLCD2671
SLBN9010V

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A Takeuchi et al.
International journal of clinical pharmacology research, 7(4), 283-289 (1987-01-01)
Prostaglandin E1 (PGE1) has been generally given only by intravascular injection. Recently, an oral PGE1 named OP1206 has been developed. OP1206 is a potent inhibitor of platelet aggregation as well as a strong vasodilator, and its half-life in humans is
Kohji Hirata et al.
Cancer chemotherapy and pharmacology, 51(3), 216-220 (2003-03-26)
5-Fluorouracil (5-FU) causes intestinal mucosal damage and malabsorption. We have recently reported that coadministration of 17 S,20-dimethyl- trans- lower right triangle (2)-prostaglandin E(1) (OP-1206), a stable synthetic analogue of prostaglandin E(1), with 5-FU to rats protects the small intestine from
T Yamamoto et al.
Anesthesia and analgesia, 80(3), 515-520 (1995-03-01)
Nerve ischemia induces wallerian degeneration and peripheral neuropathy, the nerve constriction injury induces thermal hyperesthesia. Nerve ischemia is one possible mechanism in the development of thermal hyperesthesia in the nerve constriction injury model. Prostaglandin E1 increases tissue blood flow. In
T Ishizaki et al.
Japanese journal of medicine, 28(1), 34-40 (1989-01-01)
For the purpose of alleviating pulmonary hypertension and maintaining cardiac output, which tended to be decreased to acute low-flow oxygen therapy in chronic lung diseases, we evaluated combined low-flow oxygen therapy and oral administration of OP-1206, a prostaglandin E1 derivative
H Yasuda et al.
Prostaglandins, 47(5), 367-378 (1994-05-01)
We investigated the dose-dependent effects of prostaglandin E1 (PGE1) analogue, OP1206.alpha CD (OP), on motor nerve conduction velocity (MNCV), nerve blood flow (NBF) and Na(+)-K(+)-ATPase (ATPase) activity in streptozocin-induced diabetic rats. At 10 micrograms/kg/day, OP ameliorated MNCV and NBF, but
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