MedKoo Cat#: 525401 | Name: JNJ-39933673

Description:

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

JNJ-39933673, also known as TA-1887, is a SGLT inhibitor. TA-1887 antagonizes diabetic cachexia and decreases mortality. TA-1887 treatment prevented pancreatic beta cell death, enhanced preservation of beta cell mass and endogenous insulin secretion, and increased insulin sensitivity. Moreover, TA-1887 treatment attenuated inflammation, oxidative stress, and cellular senescence, especially in visceral white adipose tissue, and antagonized endothelial dysfunction.

Chemical Structure

JNJ-39933673
JNJ-39933673
CAS#1003005-29-5 (free)

Theoretical Analysis

MedKoo Cat#: 525401

Name: JNJ-39933673

CAS#: 1003005-29-5 (free)

Chemical Formula: C24H26FNO5

Exact Mass: 427.1795

Molecular Weight: 427.47

Elemental Analysis: C, 67.43; H, 6.13; F, 4.44; N, 3.28; O, 18.71

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 #
1003005-29-5 (free) 1404307-42-1(hemihydrate)
Synonym
JNJ-39933673; JNJ39933673; JNJ 39933673; JNJ-39933673 hemihydrate; TA 1887; TA-1887.
IUPAC/Chemical Name
(2R,3R,4S,5S,6R)-2-(3-(4-cyclopropylbenzyl)-4-fluoro-1H-indol-1-yl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
InChi Key
PXRGAWZIQZMHTH-PFKOEMKTSA-N
InChi Code
InChI=1S/C24H26FNO5/c25-17-2-1-3-18-20(17)16(10-13-4-6-14(7-5-13)15-8-9-15)11-26(18)24-23(30)22(29)21(28)19(12-27)31-24/h1-7,11,15,19,21-24,27-30H,8-10,12H2/t19-,21-,22+,23-,24-/m1/s1
SMILES Code
O[C@H]1[C@H](N2C=C(CC3=CC=C(C4CC4)C=C3)C5=C2C=CC=C5F)O[C@H](CO)[C@@H](O)[C@@H]1O
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 427.47 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: Shimada K, Kanasaki K, Kato M, Ogura Y, Takagaki Y, Monno I, Hirai T, Kitada M, Koya D. Adenosine/adenosine type 1 receptor signaling pathway did not play dominant roles on the influence of sodium-glucose cotransporter 2 inhibitor in the kidney of bovine serum albumin-overloaded streptozotocin-induced diabetic mice. J Diabetes Investig. 2022 Jun;13(6):955-964. doi: 10.1111/jdi.13760. Epub 2022 Mar 9. PMID: 35098679; PMCID: PMC9153834. 2: Li L, Konishi Y, Morikawa T, Zhang Y, Kitabayashi C, Kobara H, Masaki T, Nakano D, Hitomi H, Kobori H, Nishiyama A. Effect of a SGLT2 inhibitor on the systemic and intrarenal renin-angiotensin system in subtotally nephrectomized rats. J Pharmacol Sci. 2018 Jun;137(2):220-223. doi: 10.1016/j.jphs.2017.10.006. Epub 2017 Oct 28. PMID: 29983235; PMCID: PMC6050139. 3: Sugizaki T, Zhu S, Guo G, Matsumoto A, Zhao J, Endo M, Horiguchi H, Morinaga J, Tian Z, Kadomatsu T, Miyata K, Itoh H, Oike Y. Treatment of diabetic mice with the SGLT2 inhibitor TA-1887 antagonizes diabetic cachexia and decreases mortality. NPJ Aging Mech Dis. 2017 Sep 8;3:12. doi: 10.1038/s41514-017-0012-0. PMID: 28900540; PMCID: PMC5591191. 4: Oguma T, Kuriyama C, Nakayama K, Matsushita Y, Hikida K, Tsuda-Tsukimoto M, Saito A, Arakawa K, Ueta K, Minami M, Shiotani M. Changes in glucose-induced plasma active glucagon-like peptide-1 levels by co-administration of sodium- glucose cotransporter inhibitors with dipeptidyl peptidase-4 inhibitors in rodents. J Pharmacol Sci. 2016 Dec;132(4):255-261. doi: 10.1016/j.jphs.2016.10.006. Epub 2016 Oct 28. PMID: 27889414. 5: Nomura S, Yamamoto Y, Matsumura Y, Ohba K, Sakamaki S, Kimata H, Nakayama K, Kuriyama C, Matsushita Y, Ueta K, Tsuda-Tsukimoto M. Novel Indole-N-glucoside, TA-1887 As a Sodium Glucose Cotransporter 2 Inhibitor for Treatment of Type 2 Diabetes. ACS Med Chem Lett. 2013 Nov 13;5(1):51-5. doi: 10.1021/ml400339b. PMID: 24900773; PMCID: PMC4027614.