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trilaciclib

Product Name
trilaciclib
CAS No.
1374743-00-6
Chemical Name
trilaciclib
Synonyms
Trilaciclib;Trilaciclib (G1T28);trilaciclib impurity;2'-[4-(4-methylpiperazin-1-yl)anilino]-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one;2'-((5-(4-Methylpiperazin-1-yl)pyridin-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one;2'-((5-(4-methylpiperazin-1-yl)pyridin-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one;2'-((5-(4-methylpiperazin-1-yl) yridine-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one;Spiro[cyclohexane-1,9'(6'H)-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one, 7',8'-dihydro-2'-[[5-(4-methyl-1-piperazinyl)-2-pyridinyl]amino]-
CBNumber
CB73353991
Molecular Formula
C24H30N8O
Formula Weight
446.55
MOL File
1374743-00-6.mol
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trilaciclib Property

Density 
1.46±0.1 g/cm3(Predicted)
solubility 
H2O:15.0(Max Conc. mg/mL);33.59(Max Conc. mM)
pka
13.33±0.20(Predicted)
form 
solid
color 
White to yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
T814020
Product name
Trilaciclib
Packaging
25mg
Price
$485
Updated
2021/12/16
DC Chemicals
Product number
DC10501
Product name
G1T28(Trilaciclib)
Purity
>98%
Packaging
100mg
Price
$800
Updated
2021/12/16
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trilaciclib Chemical Properties,Usage,Production

Description

Trilaciclib is a small molecule, competitive inhibitor of cyclin dependent kinases 4 and 6 (CDK4/6), with potential antineoplastic and chemoprotective activities.

Characteristics

Class: serine/threonine kinase
Treatment: myelopreservation (IV)
Elimination half-life = 36 h

Uses

Trilaciclib is indicated to reduce the frequency of chemotherapy-induced bone marrow suppression in adults receiving certain types of chemotherapy for extensive-stage (when the cancer has spread beyond the lungs) small cell lung cancer.

brand name

CoselaTM

Mechanism of action

Trilaciclib is inhibits cyclin-dependant kinase 4 (CDK4) at a concentration of 1 nmol/L and cyclin-dependent kinase 5 (CDK5) at 4 nmol/L. Inhibition of CDK2, CDK5, and CDK7 is over 1000-fold less at these concentrations and inhibition of CDK9 is 50-fold less.  CDK4 and CDK5 are expressed in hematopoietic stem cells and progenitor cells. They are capable of phosphorylating and inactivating the retinoblastoma protien; a tumor suppressor. When trilaciclib is given to patients with retinoblastoma protein-null small cell lung cancer, it does not interfere with the intended chemotherapy induced cytotoxicity of cancer cells. Inhibition of CDK4 and CDK5 leads to a reversible pause in the cell cycle in the G1 phase for approximately 16 hours. The temporary cell cycle arrest prevents chemotherapy induced DNA damage in healthy cells, reducing the activity of caspases 3 and 7, which reduces apoptosis of healthy cells.  Other studies have shown inhibitors of CDK4 and CDK6 enhance T-cell activation, upregulating major histocompatibility complex (MHC) class I and II, and stabilize programmed death-ligand 1 (PD-L1). Together these activities increase T-cell activity, increase antigen presentation, and sensitize cells to immune checkpoint inhibitors.

Pharmacology

Trilaciclib is indicated to reduce the incidence of chemotherapy induced myelosuppression in patients prior to receiving platinum and etoposide-containing or topotecan-containing chemotherapy regimens for extensive-stage small cell lung cancer. It has a short duration of action of approximately 16 hours, and a narrow therapeutic index. Patients should be counselled regarding the risk of injection site reactions, hypersensitivity, and interstitial lung disease.

Synthesis

The synthesis of trilaciclib is as follows:
Intermediate 2 (21.1 g, 70 mmol) and 1-methyl-4-(6-aminopyridin-3-yl)piperazine (13.4 g, 70 mmol) were added to a 100 mL vacuum tube and reacted at 230° C. for 3 h.After the reaction, 300 mL of ethyl acetate was added, washed with water (120 mL) and saturated brine (120 mL) successively, dried with anhydrous sodium sulfate and filtered, the obtained solution was evaporated under reduced pressure to remove the solvent, and the obtained residue was recrystallized with ethanol, 27.5 g of Trilaciclib was obtained with a purity of 99% and a yield of 88%.

Drug interactions

Trilaciclib is indicated to reduce the incidence of chemotherapy induced myelosuppression in patients prior to receiving platinum and etoposide-containing or topotecan-containing chemotherapy regimens for extensive-stage small cell lung cancer.

storage

Dry, dark and at 0 - 4℃ for short term (days to weeks) or -20℃ for long term (months to years).

Mode of action

The G1 phase (where the cell is preparing to divide) to the S phase where DNA synthesis starts, and inhibition of CDK4/6 causes stem cells to temporarily stay at the G1 phase. In other words, the stem cells stop moving on to the S phase (DNA synthesis) or the G2 phase (growth), and certainly not to the M phase (mitosis). As a result, stem cells are protected from being damaged or even destroyed as chemotherapy only affects cells that are in other phases: the S, the G2, and the M phase. In the meantime, the tumor cells continue to transition to the S and M phases to divide, and they are killed by chemotherapy, causing the tumor to shrink. By preventing the stem cells from injury during chemotherapy, trilaciclib allows the patients to complete their course of treatment on time, and it avoids the expensive treatment of potential myelosuppressive adverse effects. So far, trilaciclib does not appear to reduce the efficacy of chemotherapy. In biochemical assays, trilaciclib reversibly inhibited CDK4/cyclin D1 and CDK6/cyclin D3 with an IC50 of 1 and 4 nM, respectively. It also displayed high selectivity against other CDK/cyclin complex family members and other protein kinases.

trilaciclib Preparation Products And Raw materials

Raw materials

Preparation Products

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trilaciclib Suppliers

ChengDu TongChuangYuan Pharmaceutical Co.Ltd
Tel
28-83379370 13880556291
Fax
028-87747383
Email
tcy@tcypharm.com
Country
China
ProdList
510
Advantage
57
WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.
Tel
17702719238 17702719238
Email
sales@sun-shinechem.com
Country
China
ProdList
985
Advantage
64
Daicel Chiral Technologies (China)CO.,LTD
Tel
021-50460086-9 15921403865
Fax
+86-21-50462321
Email
han_yajun@dctc.daicel.com
Country
China
ProdList
7195
Advantage
65
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9458
Advantage
58
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18070
Advantage
56
Shandong Boluoda Biological Technology Co., Ltd.
Tel
0531-58188909
Email
3007997694@qq.com
Country
China
ProdList
1413
Advantage
58
Shanghai Biolang biotechnology Co.,Ltd
Tel
17764003753
Fax
13669031409
Email
2326587775@qq.com
Country
China
ProdList
188
Advantage
55
Shanghai Biolang biotechnology Co.,Ltd
Tel
17764003753
Fax
13669031409
Email
2326587775@qq.com
Country
China
ProdList
188
Advantage
55
Shanghai Goyic Pharmaceutical & Chemical Co., Ltd.
Tel
021-50689757 15618953996
Fax
021-60275964
Email
sales@goyic.com
Country
China
ProdList
312
Advantage
58
Shanghai Rechem science Co., Ltd.
Tel
21-31433387 15618786686
Fax
QQ:1369748377
Email
sales@rechemscience.com
Country
China
ProdList
2990
Advantage
58
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View Lastest Price from trilaciclib manufacturers

Anhui Ruihan Technology Co., Ltd
Product
Trilaciclib 1374743-00-6
Price
US $50.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000tons
Release date
2023-08-22
Hebei Ruiyao Biotechnology Co. Ltd
Product
2'-((5-(4-methylpiperazin-1-yl) yridine-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one 1374743-00-6
Price
US $10.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2023-07-27

1374743-00-6, trilaciclibRelated Search:


  • 2'-((5-(4-methylpiperazin-1-yl)pyridin-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one
  • 2'-((5-(4-methylpiperazin-1-yl) yridine-2-yl)amino)-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one
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  • 2'-[4-(4-methylpiperazin-1-yl)anilino]-7',8'-dihydro-6'H-spiro[cyclohexane-1,9'-pyrazino[1',2':1,5]pyrrolo[2,3-d]pyrimidin]-6'-one
  • Trilaciclib (G1T28)
  • Trilaciclib
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  • trilaciclib impurity
  • 1374743-00-6