Synonym
4991W93; 4991-W93; 4991 W93;
IUPAC/Chemical Name
(R)-4-((3-((1r,3R)-3-(dimethylamino)cyclobutyl)-1H-indol-5-yl)methyl)oxazolidin-2-one
InChi Key
JLDUTSKKXXJGGG-MGPQQGTHSA-N
InChi Code
InChI=1S/C18H23N3O2/c1-21(2)14-7-12(8-14)16-9-19-17-4-3-11(6-15(16)17)5-13-10-23-18(22)20-13/h3-4,6,9,12-14,19H,5,7-8,10H2,1-2H3,(H,20,22)/t12-,13-,14-/m1/s1
SMILES Code
O=C1OC[C@@H](CC2=CC3=C(NC=C3[C@@H]4C[C@@H](N(C)C)C4)C=C2)N1
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
313.40
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.
| 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: Ramadan NM. Acute treatments: some blind alleys. Curr Med Res Opin. 2001;17 Suppl 1:s71-80. doi: 10.1185/0300799039117001. PMID: 12463283.
2: Goadsby PJ, Akerman S, Storer RJ. Evidence for postjunctional serotonin (5-HT1) receptors in the trigeminocervical complex. Ann Neurol. 2001 Dec;50(6):804-7. doi: 10.1002/ana.10066. PMID: 11761480.
3: Storer RJ, Akerman S, Connor HE, Goadsby PJ. 4991W93, a potent blocker of neurogenic plasma protein extravasation, inhibits trigeminal neurons at 5-hydroxytryptamine (5-HT1B/1D) agonist doses. Neuropharmacology. 2001 Jun;40(7):911-7. doi: 10.1016/s0028-3908(01)00014-4. PMID: 11378161.
4: Jandu KS, Barrett V, Brockwell M, Cambridge D, Farrant DR, Foster C, Giles H, Glen RC, Hill AP, Hobbs H, Honey A, Martin GR, Salmon J, Smith D, Woollard P, Selwood DL. Discovery of 4-[3-(trans-3-dimethylaminocyclobutyl)-1H-indol-5-ylmet hyl]-(4S)-oxazolidin-2-one (4991W93), a 5HT(1B/1D) receptor partial agonist and a potent inhibitor of electrically induced plasma extravasation. J Med Chem. 2001 Mar 1;44(5):681-93. doi: 10.1021/jm000956k. PMID: 11262079.
5: Knight YE, Edvinsson L, Goadsby PJ. 4991W93 inhibits release of calcitonin gene-related peptide in the cat but only at doses with 5HT(1B/1D) receptor agonist activity? Neuropharmacology. 2001 Mar;40(4):520-5. doi: 10.1016/s0028-3908(00)00187-8. PMID: 11249961.
