[ CAS No. 28121-73-5 ] {[proInfo.proName]}

Name: 28121-73-5|8-Cbz-2,4-dioxo-1,3,8-triazaspiro[4.5]decane|95%
Brand: Ambeed
SKU: A934535
Price: 26.0 USD
Availability: InStock
Rating: 93 (25 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 28121-73-5 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 28121-73-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 28121-73-5 ]

SDS Specification

Alternatived Products of [ 28121-73-5 ]

Product Details of [ 28121-73-5 ]

CAS No. :	28121-73-5	MDL No. :	MFCD18263009
Formula :	C₁₅H₁₇N₃O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HGOPYEWWZGZVJI-UHFFFAOYSA-N
M.W :	303.31	Pubchem ID :	10425057
Synonyms :

Calculated chemistry of [ 28121-73-5 ]

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.4
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	88.38
TPSA :	87.74 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.65 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.94
Log Po/w (XLOGP3) :	0.7
Log Po/w (WLOGP) :	-0.3
Log Po/w (MLOGP) :	0.54
Log Po/w (SILICOS-IT) :	0.72
Consensus Log Po/w :	0.72

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.1
Solubility :	2.41 mg/ml ; 0.00795 mol/l
Class :	Soluble
Log S (Ali) :	-2.12
Solubility :	2.3 mg/ml ; 0.00758 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.62
Solubility :	0.0721 mg/ml ; 0.000238 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.4

Safety of [ 28121-73-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 28121-73-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 28121-73-5 ]
Downstream synthetic route of [ 28121-73-5 ]

[ 28121-73-5 ] Synthesis Path-Upstream 1~2

1
[ 461-72-3 ]
[ 144-55-8 ]
[ 106412-35-5 ]
[ 28121-73-5 ]
[ 13625-39-3 ]

Reference： [1] Patent: US6291469, 2001, B1,

2
[ 24424-99-5 ]
[ 28121-73-5 ]
[ 1005187-65-4 ]

Yield	Reaction Conditions	Operation in experiment
84%	With triethylamine In 1,2-dimethoxyethane at 20℃;	A mixture of A-2 (6.07g, 20 rnmol), dk-butyl dicarbonate (1.7.4 g, BOmrnol),triethylamine (3.0 mL, 20mmol) and DMAP (30 mg) in dry DME (200ml) was stirred at room temperature over night. The solvent was removed. Solid was filtered and washed with diethyl ether to yield white solid, Yield: 8.5 g (84percent)

Reference： [1] Patent: WO2008/14311, 2008, A2, . Location in patent: Page/Page column 145

[ 28121-73-5 ] Synthesis Path-Downstream 1~27

1
[ 19099-93-5 ]
[ 151-50-8 ]
[ 28121-73-5 ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

2
[ 100-39-0 ]
[ 28121-73-5 ]
[ 169206-61-5 ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

3
[ 151-50-8 ]
[ 28121-73-5 ]

Yield	Reaction Conditions	Operation in experiment
86%		To a solution of benzyl-oxo piperidone carboxylate (25 g, 107ramoi) in MeOH (1 lOmL) at room temperature in a pressure bottle, ammonium carbonate (20,5 g, 2I4mmoi) asid 140 niL water were added. The mixture was stirred until ail solid was dissolved, Potassium cyanide (13.9 g, 214mmol) was added. The tube was sealed and stirred at room temperature for 90hr. The resulting white solid was filtered and washed with water. Dried and collected white solid. Yield: 28.0 g (86%)

Reference： [1]Patent: WO2008/14311,2008,A2 .Location in patent: Page/Page column 145

4
[ 24424-99-5 ]
[ 28121-73-5 ]
[ 1005187-65-4 ]

Yield	Reaction Conditions	Operation in experiment
84%	With triethylamine;dmap; In 1,2-dimethoxyethane; at 20℃;	A mixture of A-2 (6.07g, 20 rnmol), dk-butyl dicarbonate (1.7.4 g, BOmrnol),triethylamine (3.0 mL, 20mmol) and DMAP (30 mg) in dry DME (200ml) was stirred at room temperature over night. The solvent was removed. Solid was filtered and washed with diethyl ether to yield white solid, Yield: 8.5 g (84%)

Reference： [1]Patent: WO2008/14311,2008,A2 .Location in patent: Page/Page column 145

5
[ 28121-73-5 ]
[ 685873-14-7 ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

6
[ 28121-73-5 ]
[ 169206-62-6 ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

7
[ 28121-73-5 ]
[ 169206-64-8 ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

8
[ 28121-73-5 ]
[ 169206-63-7 ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

9
[ 28121-73-5 ]
3-benzyl-8-<2-(5-fluoro-1H-indol-3-yl)ethyl>-1,3,8-triazaspiro<4.5>decan-2-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

10
[ 28121-73-5 ]
3-benzyl-8-<2-(5-fluoro-1H-indol-3-yl)ethyl>-1,3,8-triazaspiro<4.5>decane-2,4-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1995,vol. 38,p. 3772 - 3779

11
[ 461-72-3 ]
[ 144-55-8 ]
[ 106412-35-5 ]
[ 28121-73-5 ]
[ 13625-39-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen; acetic acid;palladium-carbon; In ethanol;	Step A Preparation of 1,3,8-triaza-spiro[4.5]decan-2,4-dione To a solution of 14.6 g (48.1 mmol) <strong>[28121-73-5]benzyl 2,4-dioxo-1,3,8-triaza-spiro[4.5]decan-8-carboxylate</strong> (prepared from N-(benzyloxycarbonyl)piperidone by the method from J. Med. Chem. 1995, 38, 3772) in 250 ml dry ethanol were added 500 mg 10% Pd/C, and the mixture was filled into an autoclave. After stirring at 60 C. and 10 atm of hydrogen for 3 h no starting hydantoin could be detected by TLC. A precipitate had been formed which was redissolved by addition of 100 ml acetic acid. The catalyst was removed by filtration and the solution was concentrated in vacuo. Aqueous sodium bicarbonate solution was added until the mixture became a clear solution, and the title compound precipitated in two crops upon concentration in vacuo. total yield: 8.1 g (99%), white powder, m.p. 303-304 C. (dec.)

Reference： [1]Patent: US6291469,2001,B1

12
[ 28121-73-5 ]
[ 74-88-4 ]
benzyl-3-methyl-2,4-dioxo-1,3,8-triazaspiro[4.5]decane-8-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32%		To a solution of benzyl-2,4-dioxo-1,3,8-triazaspiro[4.5)decane-8-carboxylate (3.03 g, 10 mmol) in N,N dimethylformamide (20 ml), was added potassiumcarbonate (2.76 g, 20 mmol). After stirringfor 15 5 minutes, iodomethane (1.42 g, 10 mmol) was added. Beforequenching with ice-water(10 ml), the resulting mixturewas stirred at room temperature overnight. The mixturewas extracted with dichloromethane (3 x150 mL). The combined organiclayers were dried over anhydroussodium sulfate andconcentrated under reducedpressure. The residuewas purified by silica gel column chromatographyeluting with dichloromethane: methanol=50:1) to afford benzyl-3-methyl-2,4-dioxo-1,3,8-10 triazaspiro[4.5]decane-8-carboxylate asa white solid (1 0 g, 32%). LCMS (ESI): m/z = 318.1 [M+Ht1H-NMR (300 MHz, CDCh):5= 1.57 (m, 2H), 1.70-1.85 (m, 2H), 2.84 (s, 3H), 3.24 (s, 2H), 3.84-3.90(m, 2H), 5.10 (s, 2H), 7.29-7.45(m, 5H), 8.81 (s, 1H).

Reference： [1]Patent: WO2015/154023,2015,A1 .Location in patent: Page/Page column 80; 81

13
[ 28121-73-5 ]
(R)-2-fluoro-N-(1-(1-((3-methoxycyclobutyl)methyl)-3-methyl-2,4-dioxo-1,3,8-triazaspiro[4.5]decan-8-yl)-3-methyl-1-oxobutan-2-yl)-5-(trifluoromethyl)benzamide [ No CAS ]