[ CAS No. 16761-18-5 ] {[proInfo.proName]}

Name: 16761-18-5|4-Acetamido-3-chlorobenzene-1-sulfonyl chloride|97%
Brand: Ambeed
SKU: A978971
Rating: 98 (25 reviews)

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Quality Control of [ 16761-18-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 16761-18-5 ]

SDS Specification

Alternatived Products of [ 16761-18-5 ]

Product Details of [ 16761-18-5 ]

CAS No. :	16761-18-5	MDL No. :	MFCD00052363
Formula :	C₈H₇Cl₂NO₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ALOQYFFSHSEVJH-UHFFFAOYSA-N
M.W :	268.12	Pubchem ID :	282749
Synonyms :

Calculated chemistry of [ 16761-18-5 ]

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.12
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	58.85
TPSA :	71.62 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.82 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.89
Log Po/w (XLOGP3) :	1.57
Log Po/w (WLOGP) :	3.12
Log Po/w (MLOGP) :	1.6
Log Po/w (SILICOS-IT) :	1.57
Consensus Log Po/w :	1.95

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.59
Solubility :	0.69 mg/ml ; 0.00257 mol/l
Class :	Soluble
Log S (Ali) :	-2.68
Solubility :	0.555 mg/ml ; 0.00207 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.94
Solubility :	0.0305 mg/ml ; 0.000114 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	1.79

Safety of [ 16761-18-5 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P321-P363-P405-P501	UN#:	3261
Hazard Statements:	H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 16761-18-5 ]

* 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 [ 16761-18-5 ]
Downstream synthetic route of [ 16761-18-5 ]

[ 16761-18-5 ] Synthesis Path-Upstream 1~1

1
[ 16761-18-5 ]
[ 53297-68-0 ]

Reference： [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 17, p. 4444 - 4449
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 11, p. 2187 - 2196

[ 16761-18-5 ] Synthesis Path-Downstream 1~85

1
[ 533-17-5 ]
[ 16761-18-5 ]

Reference： [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1948,vol. 68,p. 278,281
Chem.Abstr.,1951,p. 9498
[2]Journal of the Chemical Society C: Organic,1967,p. 77 - 81
[3]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1996,vol. 35,p. 967 - 969
[4]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196
[5]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6610 - 6614

2
[ 16798-84-8 ]
[ 16761-18-5 ]

Reference： [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1948,vol. 68,p. 278,281
Chem.Abstr.,1951,p. 9498

3
[ 16761-18-5 ]
[ 13276-85-2 ]

Reference： [1]Journal of the Chemical Society C: Organic,1967,p. 77 - 81

4
[ 16761-18-5 ]
[ 13276-89-6 ]

Reference： [1]Journal of the Chemical Society C: Organic,1967,p. 77 - 81

5
[ 16761-18-5 ]
N⁴-Acetyl-2-chlor-sulfanilylazid [ No CAS ]

Reference： [1]Journal of the Chemical Society C: Organic,1967,p. 77 - 81

6
[ 16761-18-5 ]
[ 79-19-6 ]
[ 13276-98-7 ]

Reference： [1]Journal of the Chemical Society C: Organic,1967,p. 77 - 81

7
[ 2010-06-2 ]
[ 16761-18-5 ]
[ 1025804-20-9 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1996,vol. 35,p. 967 - 969

8
[ 7210-76-6 ]
[ 16761-18-5 ]
2-(4-Acetylamino-3-chloro-benzenesulfonylamino)-4-methyl-thiazole-5-carboxylic acid ethyl ester [ No CAS ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1996,vol. 35,p. 967 - 969

10
[ 16761-18-5 ]
3-methyl-5-[4-tert-butoxycarbonylamino(tert-butoxycarbonylimino)methyl-aminobutoxy]phenol [ No CAS ]
C₃₀H₄₁ClN₄O₉S [ No CAS ]

Reference： [1]Medicinal Chemistry Research,1998,vol. 8,p. 244 - 260

11
[ 14949-00-9 ]
[ 16761-18-5 ]
[ 547742-88-1 ]

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196

12
[ 16761-18-5 ]
[ 68252-72-2 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia; In tetrahydrofuran; water; at 20℃; for 0.333333h;	To a mixture of THF and concentrated aqueous ammonia (2: 1) was added 4-acetamido-3-chlorobenzensulfonyl chloride. The mixture was stirred for 20 minutes at room temperature and the solvents were removed under reduced pressure. The residue was triturated with cold water. The obtained solid was collected by filtration and dried under high vacuum. lH NMR (300 MHz, DMSO-dbeta) delta: 9.71 (s, IH), 8.06-7.97 (m, IH), 7.87 (d, J = 2.0 Hz, IH), 7.73 (dd, Ji= 2.0 Hz, J2 = 8.6 Hz5 IH)5 7.74 (s, 2H), 2.15 (s, 3H). MS m/z: 249 (M+H)+.
	With ammonia; In tetrahydrofuran; water; at 20℃; for 0.333333h;	To a mixture of THF and concentrated aqueous ammonia (2:1) was added 4-acetamido- 3-chlorobenzensulfonyl chloride. The mixture was stirred for 20 minutes at room temperature and the solvents were removed under reduced pressure. The residue was triturated with cold water. The obtained solid was collected by filtration and dried under high vacuum. 1H NMR (300 MHz, DMSO-d6) No.: 9.71 (s, 1H), 8.06-7.97 (m, 1H), 7.87 (d, J = 2.0 Hz, 1H), 7.73 (dd, J = 2.0 Hz, J2 = 8.6 Hz, 1H), 7.74 (s, 2H), 2.15 (s, 3H). MS m/z: 249 (M+H)+. Step 2: 4-amino-3-chlorobenzenesulfonamide 4-Acetamido-3-chlorobenzenesulfonamide was suspended in a mixture of water, EtOH and concentrated aqueous HCI (0.06: 1 : 0.4). The suspension was stirred and heated to 85C under nitrogen for 1 hour. After cooling to room temperature, the mixture was quenched with saturated NaHC03 and extracted with EtOAc. The organic phase was dried over Na2S04, filtered and concentrated to dryness under reduced pressure. ¹H NMR (300 MHz, CD3CN) 8: 7.70 (d, J = 2.0 Hz, 1H), 7.52 (dd, J1 = 2.0 Hz, J2 = 8.6 Hz, 1H), 6.87 (d, J = 8.6 Hz, 1H), 5.45 (bs, 2H), 5.08 (bs, 2H). MS m/z: 207 (M+H)+. Step3: N-[4-(aminosulfonyl)-2-chlorophenyl]-2-[(1-mesityl-1H-tetrazol-5-yl)thioJacetamide The title compound was prepared from [(1-mesityl-1H-tetrazol-5-yl)thio]acetic acid (obtained as described in Example 1, Steps 1-2) and 4-amino-3-chlorobenzenesulfonamide according to the procedure described in Example 1, Step 3. lH NMR (300 MHz, DMSO-d6) 8: 10.19 (s, exchangeable proton, <1H), 8.05-7.96 (m, 1H), 7.90 (d, J = 2.0 Hz, 1H), 7.76 (dd, J1 = 2.0 Hz, J2 = 8.6 Hz, 1H), 7.45 (s, exchangeable proton, < 2H), 4.52 (s, 2H), 2.35 (s, 3H), 1.89 (s, 6H). MS m/z: 267 (M+H)+.

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 2187 - 2196
[2]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 4444 - 4449
[3]Patent: WO2006/37468,2006,A1 .Location in patent: Page/Page column 40
[4]Patent: WO2005/115147,2005,A2 .Location in patent: Page/Page column 39-40

13
[ 16761-18-5 ]
N-(2-chloro-4-sulfamoyl-phenyl)-2-(5-methyl-4-naphthalen-1-yl-4H-[1,2,4]triazol-3-ylsulfanyl)-acetamide [ No CAS ]