[ CAS No. 64987-85-5 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 64987-85-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 64987-85-5 ]

SDS Specification

Alternatived Products of [ 64987-85-5 ]

Product Details of [ 64987-85-5 ]

CAS No. :	64987-85-5	MDL No. :	MFCD00009634
Formula :	C₁₆H₁₈N₂O₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	JJAHTWIKCUJRDK-UHFFFAOYSA-N
M.W :	334.32	Pubchem ID :	125175
Synonyms :	NSC 344483;Succinimidyl-4-(N-maleimidomethyl cyclohexane)-1-carboxylate;SMCC crosslinker;SMCC, heterobifunctional cross-linker;Succinimidyl 4-(N-maleimidomethyl)cyclohexan-1-carboxylate	Chemical Name :	2,5-Dioxopyrrolidin-1-yl 4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylate

Calculated chemistry of [ 64987-85-5 ] Expand+

Physicochemical Properties

Num. heavy atoms :	24
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.56
Num. rotatable bonds :	5
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	87.92
TPSA :	101.06 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.4 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.15
Log Po/w (XLOGP3) :	-0.09
Log Po/w (WLOGP) :	-0.44
Log Po/w (MLOGP) :	0.81
Log Po/w (SILICOS-IT) :	0.43
Consensus Log Po/w :	0.57

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.53
Solubility :	9.96 mg/ml ; 0.0298 mol/l
Class :	Very soluble
Log S (Ali) :	-1.58
Solubility :	8.79 mg/ml ; 0.0263 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.13
Solubility :	24.8 mg/ml ; 0.0743 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	3.88

Safety of [ 64987-85-5 ]

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

Application In Synthesis of [ 64987-85-5 ]

* 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.

Downstream synthetic route of [ 64987-85-5 ]

[ 64987-85-5 ] Synthesis Path-Downstream 1~12

1
[ 23214-92-8 ]
[ 64987-85-5 ]
[ 400647-59-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 5071 - 5075

2
5-(2-aminoethyl)indole-3-acetic acid [ No CAS ]
[ 64987-85-5 ]
5-{2-[4-(maleimidomethyl)cyclohexane-1-carboxamido]ethyl}indole-3-acetic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 3229 - 3240

3
6-(2-aminoethyl)indole-3-acetic acid [ No CAS ]
[ 64987-85-5 ]
[6-(2-[4-(2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl)-cyclohexanecarbonyl]-amino}-ethyl)-1H-indol-3-yl]-acetic acid [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 3229 - 3240

4
[ 872854-10-9 ]
[ 64987-85-5 ]
[ 872854-12-1 ]

Reference： [1]European Journal of Medicinal Chemistry,2005,vol. 40,p. 1295 - 1306

5
[ 872854-06-3 ]
[ 64987-85-5 ]
[ 872854-08-5 ]

Reference： [1]European Journal of Medicinal Chemistry,2005,vol. 40,p. 1295 - 1306

6
[ 872854-03-0 ]
[ 64987-85-5 ]
[ 872854-01-8 ]

Reference： [1]European Journal of Medicinal Chemistry,2005,vol. 40,p. 1295 - 1306

7
[ 64987-85-5 ]
[ 77420-96-3 ]
[ 872854-14-3 ]

Reference： [1]European Journal of Medicinal Chemistry,2005,vol. 40,p. 1295 - 1306

8
[ 912816-65-0 ]
[ 64987-85-5 ]
4-(2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl)-cyclohexanecarboxylic acid (3-{2-methoxy-4-[5-(4-methyl-piperazin-1-yl)-1H,1'H-[2,5']bibenzoimidazolyl-2'-yl]-phenoxy}-propyl)-amide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2006,vol. 14,p. 6444 - 6452

9
[ 64987-85-5 ]
[ 60-32-2 ]
[ 172100-40-2 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 420℃; for 4h;	DIEA (78 pL, 0.50 mmol) and 6-aminohexanoic acid (44 mg, 0.33 mmol) were added to a solution of succinimidyl-4-(N-maleimidomethyl)cyclohexane-1 -carboxylate (0.30 mmol) in DMF (5 mL) in a 40 mL vial, and the reaction mixture was stirred at rt for 4 h. Thereaction mixture was then purified by HPLC and lyophilized to give 76-(4-((2,5-dioxo-2,5- dihydro-1 H-pyrrol-1 -yl)methyl)cyclohexanecarboxam ido)hexanoic acid (i-2). MS (M+1) =351, 1H-NMR (MeOD, 400 MHz) O 7.79 (bs, 1H), 6.76 (s, 2H), 3.29 (d, 2H, J=4.4 Hz), 3.10 (m, 2H), 2.24 (t, 2H, J=7.2 Hz), 2.07 (m, 4H), 1.56(m, 3H) 1.43 (m, 3H), 1.33 (m, 3H), 0.97 (m, 2 H).
	In water; N,N-dimethyl-formamide; at 20℃; for 4.08333h;	A solution of succinimidyl 4-[N-maleimidomethyl]cyclohexane-l-carboxylate (PIERCE Ref: 22360) (25 mmol) in DMF (10OmL) was stirred for 5 min, and was added at room temperature to a solution of 6-aminohexanoic acid (50 mmol) (SIGMA Ref: A2504) in H2O(50 mL). The mixture was stirred for 4h at room temperature. Dichloromethane was added(100 mL) and the organic layer was washed with water (3x150 mL) and then with 5percent aqueous citric acid (3x150 mL) to remove 6-aminohexanoic acid excess. The organic layer was dried under vacuum and the resulting white powder was stored at -200C.

Reference： [1]Patent: WO2016/71856,2016,A1 .Location in patent: Page/Page column 113
[2]Patent: WO2007/113687,2007,A2 .Location in patent: Page/Page column 44

10
tranexamic acid [ No CAS ]
[ 64987-85-5 ]
4-[((N-maleimidomethyl)cyclohexanecarboxamido)methyl]cyclohexanecarboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In water; N,N-dimethyl-formamide; at 20℃; for 4.08333h;	A solution of succinimidyl 4-[N-maleimidomethyl]cyclohexane-l-carboxylate (PIERCE Ref: 22360) (25 mmol) in DMF (100 mL) was stirred for 5 min, and was added at room temperature to a solution of tralphapiji-4-(aminomethyl)cyclohexanecarboxylic acid (50 mmol) (SIGMA ref: 08455) in H2O (50 mL). The mixture was stirred for 4h at room temperature. Dichloromethane was added (100 mL) and the organic layer was washed with water (3x150 mL) and then with 5percent aqueous citric acid (3x150 mL) to remove trans-4- <n="46"/>(aminomethyl)cyclohexanecarboxylic acid excess. The organic layer was dried under vacuum and the resulting white powder was stored at -20°C.

Reference： [1]Patent: WO2007/113687,2007,A2 .Location in patent: Page/Page column 44-45

11
C₅₆H₉₆N₆O₁₃ [ No CAS ]
[ 64987-85-5 ]
C₆₈H₁₀₉N₇O₁₆ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 4759 - 4765

12
[ 64987-85-5 ]
C₄₁H₄₆N₂O₁₆S*C₈H₁₉N [ No CAS ]

Reference： [1]Synthetic Communications,2004,vol. 34,p. 2407 - 2414

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Isomers

Technical Information

? Acyl Group Substitution ? Bouveault-Blanc Reduction ? Catalytic Hydrogenation ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Ester Cleavage ? Heat of Combustion ? Hydride Reductions ? Lawesson's Reagent ? Preparation of Amines ? Reactions of Amines ? Reactions with Organometallic Reagents ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes

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[ 64987-85-5 ]

Amides

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[ 64987-85-5 ]

Pyrrolines

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P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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[ CAS No. 64987-85-5 ] {[proInfo.proName]}

Quality Control of [ 64987-85-5 ]

Related Doc. of [ 64987-85-5 ]

Product Details of [ 64987-85-5 ]

Calculated chemistry of [ 64987-85-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 64987-85-5 ]

Application In Synthesis of [ 64987-85-5 ]

[ 64987-85-5 ] Synthesis Path-Downstream 1~12

Technical Information

Related Functional Groups of [ 64987-85-5 ]

Amides

Esters

Related Parent Nucleus of [ 64987-85-5 ]

Pyrrolines

Pyrrolidines

Precautionary Statements-General

Prevention

Response

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Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 64987-85-5 ]

Related Parent Nucleus of
[ 64987-85-5 ]