ChemicalBook > CAS DataBase List > (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol

(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol

Product Name
(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol
CAS No.
2040291-27-6
Chemical Name
(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol
Synonyms
T15767;LM-5179;LLY-283;LLY-283 ，S8883;LLY-283 (LLY283);LLY-283 >=98% (HPLC);LLY-283, 10 mM in DMSO;7-[(5R)-5-CPhenyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine;7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-[(5R)-5-C-phenyl-β-D-ribofuranosyl]-;(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol
CBNumber
CB73373902
Molecular Formula
C17H18N4O4
Formula Weight
342.35
MOL File
2040291-27-6.mol
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(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol Property

Boiling point:
688.9±55.0 °C(Predicted)
Density 
1?+-.0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: 60 mg/ml; Ethanol: 60 mg/ml
form 
A crystalline solid
pka
12.46±0.70(Predicted)
color 
White to off-white
InChIKey
WWOOWAHTEXIWBO-QFRSUPTLSA-N
SMILES
O[C@@H]1[C@@H]([C@H](O)C2=CC=CC=C2)O[C@@H](N3C(N=CN=C4N)=C4C=C3)[C@@H]1O
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1972
Product name
LLY-283
Purity
≥98% (HPLC)
Packaging
5 mg
Price
$230
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1972
Product name
LLY-283
Purity
≥98% (HPLC)
Packaging
25 mg
Price
$578
Updated
2025/07/31
Cayman Chemical
Product number
21596
Product name
LLY-283
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21596
Product name
LLY-283
Packaging
25mg
Price
$456
Updated
2024/03/01
Cayman Chemical
Product number
21596
Product name
LLY-283
Packaging
5mg
Price
$139
Updated
2024/03/01
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(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol Chemical Properties,Usage,Production

Description

LLY-283 is an inhibitor of protein arginine methyltransferase 5 (PRMT5; IC50 = 22 nM). It is selective for PRMT5 over a panel of methyltransferases, including PRMT4, -6, and -7 at 1 μM. It reduces symmetric demethylation of SmBB'' in MCF-7 cells (IC50 = 25 nM) and inhibits proliferation of various breast, gastric, hematological, lung, skin, and ovarian cancer cell lines (IC50s = 3-30 nM). LLY-283 (20 mg/kg) inhibits tumor growth in an A375 mouse xenograft model. It also disrupts alternative splicing events in, and inhibits proliferation and self-renewal of, patient-derived glioblastoma stem cells and increases survival in an orthotopic patient-derived xenograft (PDX) mouse model. See the Structural Genomics Consortium (SGC) website for more information.

Uses

LLY-283 is a potent, selective and oral protein arginine methyltransferase 5 (PRMT5) inhibitor, with an IC50 of 22 nM and a Kd of 6 nM for PRMT5:MEP50 complex, and shows antitumor activity.

in vivo

LLY-283 (20 mg/kg; p.o., QD (once a day)) causes a significant inhibition on tumor growth in mice bearing A375 cells after treatment for 28 days[1].

IC 50

PRMT5

References

[1] Zahid Q. Bonday, et al. LLY-283, a Potent and Selective Inhibitor of Arginine Methyltransferase 5, PRMT5, with Antitumor Activity. ACS Med. Chem. Lett., 2018, 9 (7), pp 612-617.

(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol Suppliers

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2040291-27-6, (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diolRelated Search:


  • (2R,3R,4S,5R)-2-(4-aminopyrrolo[2,3-d]pyrimidin-7-yl)-5[(R)-hydroxy(phenyl)methyl]tetrahydrofuran-3,4-diol
  • LLY-283
  • LM-5179
  • LLY-283 (LLY283)
  • 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-[(5R)-5-C-phenyl-β-D-ribofuranosyl]-
  • LLY-283 >=98% (HPLC)
  • 7-[(5R)-5-CPhenyl-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • (2R,3R,4S,5R)-2-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((R)-hydroxy(phenyl)methyl)tetrahydrofuran-3,4-diol
  • LLY-283, 10 mM in DMSO
  • T15767
  • LLY-283 ，S8883
  • 2040291-27-6