[ CAS No. 40026-24-2 ] {[proInfo.proName]}

Name: 40026-24-2|6-Chlorochroman-2-carboxylic acid|97%
Brand: Ambeed
SKU: A221855
Price: 111.0 USD
Availability: InStock
Rating: 94 (26 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 40026-24-2

Structure of 40026-24-2 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

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

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

For Research Only 120K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 40026-24-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 40026-24-2 ]

SDS Specification

Alternatived Products of [ 40026-24-2 ]

Product Details of [ 40026-24-2 ]

CAS No. :	40026-24-2	MDL No. :	MFCD08669493
Formula :	C₁₀H₉ClO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UIVQVPBZOASIML-UHFFFAOYSA-N
M.W :	212.63	Pubchem ID :	23273917
Synonyms :

Calculated chemistry of [ 40026-24-2 ] Expand+

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.3
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	52.18
TPSA :	46.53 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.89 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.8
Log Po/w (XLOGP3) :	2.4
Log Po/w (WLOGP) :	2.12
Log Po/w (MLOGP) :	1.84
Log Po/w (SILICOS-IT) :	2.29
Consensus Log Po/w :	2.09

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.92
Solubility :	0.255 mg/ml ; 0.0012 mol/l
Class :	Soluble
Log S (Ali) :	-3.02
Solubility :	0.204 mg/ml ; 0.000958 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.73
Solubility :	0.392 mg/ml ; 0.00185 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.56

Safety of [ 40026-24-2 ]

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 [ 40026-24-2 ]

* 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 [ 40026-24-2 ]
Downstream synthetic route of [ 40026-24-2 ]

[ 40026-24-2 ] Synthesis Path-Upstream 1~2

1
[ 52011-76-4 ]
[ 40026-24-2 ]

Yield	Reaction Conditions	Operation in experiment
90%	Stage #1: With triethylsilane In trifluoroacetic acid at 25 - 55℃; for 72 h; Stage #2: With hydrogenchloride; sodium hydroxide In water	c) (R,S)-6-Chloro-chroman-2-carboxylic acid (9c) To a stirred suspension of compound 9b (1.13 g, 5 mmol) in trifluoroacetic acid (5 mL) was added dropwise triethylsilane (2.4 mL, 12.5 mmol). The mixture was stirred at 55° C. for three days. After cooled down to 25° C., the excess triethylsilane and solvent were removed under reduced pressure and the residue was dissolved in 1N sodium hydroxide. The aqueous solution was washed with ethyl ether, acidified with 6N hydrogen chloride acid until pH~1, and extracted with ethyl acetate. The combined extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure, and dried in vacuo to afford 0.95 g (90percent) of the title compound. ¹H NMR (300 MHz, DMSO-d₆) δ 13.08 (b, 1H), 7.15 (m, 2H), 6.86 (d, 1H), 4.83 (t, 1H), 2.82 (m, 1H), 2.76 (m, 1H), 2.11 (m, 2H).

Reference： [1] Tetrahedron: Asymmetry, 1995, vol. 6, # 4, p. 1001 - 1012
[2] Patent: US2005/54630, 2005, A1, . Location in patent: Page/Page column 36

2
[ 357396-06-6 ]
[ 40026-24-2 ]

Reference： [1] Tetrahedron Asymmetry, 2001, vol. 12, # 6, p. 853 - 862
[2] Tetrahedron Asymmetry, 2015, vol. 26, # 17, p. 912 - 917

[ 40026-24-2 ] Synthesis Path-Downstream 1~29

1
[ 40026-24-2 ]
[ 164265-07-0 ]

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 1001 - 1012

2
[ 40026-24-2 ]
(-)-6-chloro-2,3-dihydro-4H-1-benzopyran-2-carboxylic acid [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 1001 - 1012

3
[ 52011-76-4 ]
[ 40026-24-2 ]

Yield	Reaction Conditions	Operation in experiment
90%		c) (R,S)-6-Chloro-chroman-2-carboxylic acid (9c) To a stirred suspension of compound 9b (1.13 g, 5 mmol) in trifluoroacetic acid (5 mL) was added dropwise triethylsilane (2.4 mL, 12.5 mmol). The mixture was stirred at 55 C. for three days. After cooled down to 25 C., the excess triethylsilane and solvent were removed under reduced pressure and the residue was dissolved in 1N sodium hydroxide. The aqueous solution was washed with ethyl ether, acidified with 6N hydrogen chloride acid until pH~1, and extracted with ethyl acetate. The combined extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure, and dried in vacuo to afford 0.95 g (90%) of the title compound. 1H NMR (300 MHz, DMSO-d6) delta 13.08 (b, 1H), 7.15 (m, 2H), 6.86 (d, 1H), 4.83 (t, 1H), 2.82 (m, 1H), 2.76 (m, 1H), 2.11 (m, 2H).

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 1001 - 1012
[2]Patent: US2005/54630,2005,A1 .Location in patent: Page/Page column 36

5
[ 186581-53-3 ]
[ 40026-24-2 ]
[ 357396-06-6 ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862

6
[ 357396-06-6 ]
[ 40026-24-2 ]

Yield	Reaction Conditions	Operation in experiment
	With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20℃; for 2.0h;	General procedure: To a stirred solution of 2a-f in THF (2 mL) and MeOH (1 mL),0.25 M aqueous LiOH (1.05 equiv) was added dropwise at roomtemperature and stirred for 2 h. The reaction mixture was concentratedunder reduced pressure and then acidified with dil HCl. Thecrude product was extracted with ethyl acetate and concentrated.This organic layer was dried over anhydrous MgSO4, filtered, andevaporated under reduced pressure. The concentrate was furtherpurified by crystallization with n-hexane to afford 6a-f.

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862
[2]Tetrahedron Asymmetry,2015,vol. 26,p. 912 - 917

7
[ 40026-24-2 ]
[ 357396-10-2 ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862

8
[ 40026-24-2 ]
(+/-)-2-methylacetoxy-6-chloro-2,3-dihydro-4H-1-benzopyran [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862
[2]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862

9
[ 40026-24-2 ]
(+/-)-mono (6-chloro-2,3-dihydro-4H-1-benzopyran-2-methyl)butanedioate [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862

10
[ 40026-24-2 ]
(S)-mono (6-chloro-2,3-dihydro-4H-1-benzopyran-2-methyl)butanedioate [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862

11
[ 40026-24-2 ]
(R)-mono (6-chloro-2,3-dihydro-4H-1-benzopyran-2-methyl)butanedioate [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2001,vol. 12,p. 853 - 862

12
[ 40026-24-2 ]
(R)-(+)-6-chloro-2-methyl-2,3-dihydro-4H-1-benzopyran [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 1001 - 1012

13
[ 40026-24-2 ]
(+)-6-chloro-2-bromomethyl-2,3-dihydro-4H-1-benzopyran [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 1001 - 1012

14
[ 40026-24-2 ]
[ 164265-13-8 ]

Reference： [1]Tetrahedron Asymmetry,1995,vol. 6,p. 1001 - 1012

15
C₁₂H₁₃ClO₅ [ No CAS ]
[ 40026-24-2 ]

Reference： [1]Tetrahedron Asymmetry,2015,vol. 26,p. 912 - 917

16
C₁₁H₉ClO₄ [ No CAS ]
[ 40026-24-2 ]

Reference： [1]Tetrahedron Asymmetry,2015,vol. 26,p. 912 - 917

17
C₁₁H₁₁ClO₅ [ No CAS ]
[ 40026-24-2 ]

Reference： [1]Tetrahedron Asymmetry,2015,vol. 26,p. 912 - 917

18
[ 40026-24-2 ]
methyl 4-[(2R,4R)-4-[(2R)-6-chloro-2-methyl-3,4-dihydro-2H-1-benzopyran-2-carbonyl]amino}-3,4-dihydro-2H-1-benzopyran-2-yl]benzoate [ No CAS ]