ChemicalBook > CAS DataBase List > (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone

Product Name
(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
CAS No.
895152-66-6
Chemical Name
(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
Synonyms
UR-144 Impurity 3;tert-butyl 4-acetoxy-octahydroindole-1-carboxylate;(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone;Methanone, 1H-indol-3-yl(2,2,3,3-tetramethylcyclopropyl)-
CBNumber
CB72490299
Molecular Formula
C16H19NO
Formula Weight
241.33
MOL File
895152-66-6.mol
More
Less

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone Property

Boiling point:
375.0±15.0 °C(Predicted)
Density 
1.099±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMF: 50 mg/ml; DMF:PBS (pH 7.2); (1:7): 0.13 mg/ml; DMSO: 33 mg/ml; Ethanol: 17 mg/ml
form 
A crystalline solid
pka
15.50±0.30(Predicted)
InChI
InChI=1S/C16H19NO/c1-15(2)14(16(15,3)4)13(18)11-9-17-12-8-6-5-7-10(11)12/h5-9,14,17H,1-4H3
InChIKey
WYZQBEQQQKCTHM-UHFFFAOYSA-N
SMILES
C(C1C2=C(NC=1)C=CC=C2)(C1C(C)(C)C1(C)C)=O
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
9001966
Product name
(1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
Purity
≥98%
Packaging
1mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
9001966
Product name
(1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
Purity
≥98%
Packaging
5mg
Price
$356
Updated
2024/03/01
Cayman Chemical
Product number
9001966
Product name
(1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
Purity
≥98%
Packaging
10mg
Price
$632
Updated
2024/03/01
TRC
Product number
I655500
Product name
(1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
Packaging
1mg
Price
$65
Updated
2021/12/16
TRC
Product number
I655500
Product name
(1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
Packaging
5mg
Price
$255
Updated
2021/12/16
More
Less

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone Chemical Properties,Usage,Production

Description

UR-144 and XLR11 are potent synthetic cannabinoids (CBs) that have been identified as adulterants of herbal products. (1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone is the scaffold for UR-144, XLR11, and a number of additional synthetic CBs. The tetramethylcyclopropyl group typically confers selectivity for the peripheral CB2 receptor. However, the addition of substituents at the N1-amine of the aminoalkylindole group is necessary for high affinity at either CB1 or CB2. This product is intended for forensic and research applications.

Uses

(1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone is the scaffold for UR-144, XLR11, and a number of additional synthetic CBs. The tetramethylcyclopropyl group typically confers selectivity for the peripheral CB2 receptor

Definition

ChEBI: (1H-Indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone is a member of indoles.

Synthesis

 To a solution of indole (11 g, 95 mmol) in 30 mL of dichloromethane at ambient temperature was added 105 mL of a 1 M solution of ethyl magnesium bromide in tetrahydrofuran (THF) (105 mmol) δropwise via syringe pump. After the addition was complete, the solution was stirred for 15 min at which time 105 mL of a 1 M solution of ZnCl2 in Et2O (105 mmol) was added. The mixture was stirred for an additional 30 min, and then 2,2,3,3-tetramethylcyclopropane carbonyl chloride (95 mmol) in 50 mL of dichloromethane was added via cannula. The mixture was stirred for 6 h at ambient temperature and then was quenched with 50 mL of saturated, aqueous NH4Cl and diluted with 50 mL of dichloromethane. The layers were separated, and the aqueous layer was extracted with dichloromethane (3 × 30 mL). The combined organics were washed with 20 mL of H2O and then were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude material was purified via column chromatography (SiO2, 50% ethyl acetate/ hexanes) to give 9.7 g of the major regioisomer (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone (40 mmol, 42% yield) and 6.1 g of the minor regioisomer of 1-[(2,2,3,3-tetramethylcyclopropyl) carbonyl]-1H-indole (25 mmol, 27% yield). 1H NMR (major product) (300 MHz, CD3OD) δ ppm 1.32 (s, 6 H), 1.33 (s, 6 H), 2.14 (s, 1 H), 7.12-7.24 (m, 2 H), 7.38-7.46 (m, 1 H), 8.02 (s, 1 H), 8.19-8.25 (m, 1 H); 1H NMR (minor product) (300 MHz, CD3OD) δ ppm 1.29 (s, 6 H), 1.34 (s, 6 H), 1.94 (s, 1 H), 6.66 (dd,J =3.7, 0.7 Hz, 1 H), 7.16-7.32 (m, 2 H), 7.51-7.58 (m, 1 H), 7.67 (d, J = 3.7 Hz, 1 H), 8.32-8.39 (m, 1 H); MS (major and minor regioisomers) (DCI/NH3) m/z 242 (M + H) + .

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone Suppliers

China 94 United States 2 Global 96
Shanghai shallow overflow new Materials Co. , Ltd.
Tel
86-15902135-133 18995560451
Email
1308815138@qq.com
Country
China
ProdList
429
Advantage
58
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
Advantage
56
ZhengZhou HuaWen Chemical Co.Ltd
Tel
0370-2785118 17550508557
Fax
QQ：3470079902
Email
675141927@qq.com
Country
China
ProdList
3203
Advantage
55
Candia Thamtech Company Limited
Tel
0371-86615086 18203638366 0371-86159066 13526786601
Fax
0371-86159066
Country
China
ProdList
2015
Advantage
60
Shanghai Worldyang Chemical Co.,Ltd.
Tel
021-021-56795766
Fax
+86-21-56795266
Email
sales@worldyachem.com
Country
China
ProdList
9346
Advantage
58
Sichuan Wei Keqi Biological Technology Co., Ltd.
Tel
028-81700200 18116577057
Fax
028-81705658
Email
3003855609@qq.com
Country
China
ProdList
7887
Advantage
56
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15178
Advantage
58
Tianjin Anhao Biological Technology Co., Ltd.
Tel
Email
sales@ahpharmatech.com
Country
China
ProdList
5734
Advantage
55
Shanghai HuanChuan Industry Co.,Ltd.
Tel
021-61478794
Fax
021-61478794
Email
sales@hcshhai.com
Country
China
ProdList
9793
Advantage
50
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9756
Advantage
58
More
Less

View Lastest Price from (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone manufacturers

Dorne Chemical Technology co. LTD
Product
(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone 895152-66-6
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
100kg
Release date
2024-03-26
Hebei Anlijie Biotechnology Co., Ltd
Product
(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone 895152-66-6
Price
US $3500.00-2800.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2023-12-21
Shaanxi Dideu Medichem Co. Ltd
Product
(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone 895152-66-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000KG
Release date
2024-08-13

895152-66-6, (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanoneRelated Search:


  • (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone
  • tert-butyl 4-acetoxy-octahydroindole-1-carboxylate
  • Methanone, 1H-indol-3-yl(2,2,3,3-tetramethylcyclopropyl)-
  • UR-144 Impurity 3
  • 895152-66-6
  • 895152-66-6