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[ CAS No. 605-65-2 ] {[proInfo.proName]}

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Chemical Structure| 605-65-2
Chemical Structure| 605-65-2
Structure of 605-65-2 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 605-65-2 ]

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Product Details of [ 605-65-2 ]

CAS No. :605-65-2 MDL No. :MFCD00003985
Formula : C12H12ClNO2S Boiling Point : -
Linear Structure Formula :C10H6N(CH3)2(SO2Cl) InChI Key :XPDXVDYUQZHFPV-UHFFFAOYSA-N
M.W : 269.75 Pubchem ID :11801
Synonyms :
DNSCl;NSC 83616;Dansyl chloride, DNS-Cl, NSC 83616
Chemical Name :5-(Dimethylamino)naphthalene-1-sulfonyl chloride

Calculated chemistry of [ 605-65-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.17
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 71.24
TPSA : 45.76 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.48 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.29
Log Po/w (XLOGP3) : 3.47
Log Po/w (WLOGP) : 3.91
Log Po/w (MLOGP) : 2.5
Log Po/w (SILICOS-IT) : 1.98
Consensus Log Po/w : 2.83

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.0
Solubility : 0.0269 mg/ml ; 0.0000996 mol/l
Class : Moderately soluble
Log S (Ali) : -4.11
Solubility : 0.0208 mg/ml ; 0.0000771 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.73
Solubility : 0.00507 mg/ml ; 0.0000188 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.95

Safety of [ 605-65-2 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:3261
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 605-65-2 ]

* 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.

  • Downstream synthetic route of [ 605-65-2 ]

[ 605-65-2 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 605-65-2 ]
  • [ 6893-02-3 ]
  • (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-[4-(4-hydroxy-3-iodo-phenoxy)-3,5-diiodo-phenyl]-propionic acid [ No CAS ]
  • 2
  • [ 605-65-2 ]
  • [ 35143-75-0 ]
  • 5-(Dimethylamino)-N-(4-methyl-5-isoxazolyl)-1-naphthalenesulfonamide [ No CAS ]
  • 3
  • [ 605-65-2 ]
  • [ 33084-49-0 ]
  • 5-Dimethylamino-N-(4-bromo-3-methyl-5-isoxazolyl)-1-naphthalenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% EXAMPLE 51 5-Dimethylamino-N-(4-bromo-3-methyl-5-isoxazolyl)-1 -naphthalenesulfonamide 5-Dimethylamino-N-(4-bromo-3-methyl-5-isoxazolyl)-1-naphthalenesulfonamide was prepared from <strong>[33084-49-0]5-amino-4-bromo-3-methylisoxazole</strong> and 5-dimethylaminonaphthalenesulfonyl chloride according to the procedures described in Example 5. The crude product was purified by recrystallization from ethyl acetate/hexanes to give a crystalline solid, m.p. 87-89 C., yield 68%.
  • 5
  • [ 605-65-2 ]
  • [ 2576-47-8 ]
  • [ 606-25-7 ]
YieldReaction ConditionsOperation in experiment
86.1% With triethylamine; In tetrahydrofuran; EXAMPLE 11 Naphthalenesulfonamide, 5-(dimethylamino)-N-(2-bromoethyl) A suspension of 5-dimethylaminonaphthalene-1-sulfonyl chloride (50.0 g, 0.185 mol) and 2-bromoethylamine hydro-bromide (40.4 g, 0.197 mol) in THF (500 mL) was cooled to 2 C. A solution of triethylamine (38.5 g, 0.380 mol) in THF (250 mL) was added dropwise over a 2 h period while maintaining the internal temperature below 6 C. After complete addition the mixture was stirred at ambient temperature for 17 h. The mixture was clarified then concentrated to an orange oil which was chromatographed over silica (2.2 kg) packed and eluted with hexanes-EtOAc (3:1). Fractions (500 mL) containing the purified product were combined, clarified, then concentrated to a damp solid. This material was triturated in hexanes (250 mL), collected on a filter, washed with hexanes (50 mL) then dried to constant weight in vacuo at 40 C. to give 56.9 g (86.1% yield) of product as a off-white crystalline solid.
  • 7
  • [ 605-65-2 ]
  • [ 152120-61-1 ]
  • tert-butyl ((5-(dimethylamino)naphthalene-1-sulfonamido)(1H-pyrazol-1-yl)methylene)carbamate [ No CAS ]
  • 8
  • [ 605-65-2 ]
  • [ 152120-61-1 ]
  • 5-(dimethylamino)-N-(N'-tert-butoxycarbonyl-N-(8-(4-(tert-butoxycarbonylimino)-2-oxo-1,3,5-triazacyclotridecan-1-yl)octyl)-carbamimidoyl)naphthalene-1-sulfonamide [ No CAS ]
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