ChemicalBook >> CAS DataBase List >>(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE

(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE

CAS No.
608137-33-3
Chemical Name:
(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE
Synonyms
Lisdexamfetamine mesilate;Ldx;Spd489;Spd 489;Nrp-104;Nrp 104;Lisdexamfetamine mesylate;Lisdexamfetamine dimesylate;Lisdexamphetamine-Dimesylate;Lisdexamphetamine 13CD3 Dimesylate
CBNumber:
CB81008991
Molecular Formula:
C16H29N3O4S
Molecular Weight:
359.49
MDL Number:
MFCD16628114
MOL File:
608137-33-3.mol
MSDS File:
SDS
Last updated:2023-04-10 09:29:39

(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE Properties

Flash point 9℃
storage temp. -20°C
form A neat solid
FDA UNII SJT761GEGS
NCI Drug Dictionary lisdexamfetamine dimesylate

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370
Precautionary statements  P210-P260-P280-P301+P310-P311
Hazard Codes  F,T
Risk Statements  11-23/24/25-39/23/24/25
Safety Statements  7-16-36/37-45
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  1

(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L-026 Lisdexamfetamine dimesylate solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 608137-33-3 1mL $191 2024-03-01 Buy
Cayman Chemical 18050 Lisdexamfetamine (mesylate) ≥98% 608137-33-3 1mg $81 2024-03-01 Buy
Cayman Chemical 18050 Lisdexamfetamine (mesylate) ≥98% 608137-33-3 5mg $184 2024-03-01 Buy
Cayman Chemical 18050 Lisdexamfetamine (mesylate) ≥98% 608137-33-3 50mg $1145 2024-03-01 Buy
Cayman Chemical 23787 Lisdexamfetamine (mesylate) (exempt preparation) ≥98% 608137-33-3 1mg $85 2021-12-16 Buy
Product number Packaging Price Buy
L-026 1mL $191 Buy
18050 1mg $81 Buy
18050 5mg $184 Buy
18050 50mg $1145 Buy
23787 1mg $85 Buy

(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE Chemical Properties,Uses,Production

Description

ADHD is a neurobehavioral disorder characterized by varying degrees of inattention, hyperactivity, and impulsivity. ADHD is typically diagnosed in childhood and affects 7–12% of the pediatric population in the United States with the condition often enduring into adulthood. While the precise mechanism of action of lisdexamfetamine in treating ADHD is not known, amphetamines are believed to inhibit the reuptake of the neurotransmitters dopamine and noradrenaline (norepinephrine), thereby increasing their presynaptic availability and release into extraneuronal space. The prodrug is constructed by the condensation of D-amphetamine with the activated ester (N-hydroxysuccinimide) of bis-tert-butoxycarbonylprotected L-lysine. Lisdexamfetamine is ultimately generated by treatment with hydrochloric acid in dioxane.
The most common adverse events, comparable to other amphetamine formulations, were decreased appetite, insomnia, upper abdominal pain, and irritability. Lisdexamfetamine is contraindicated in patients with advanced arteriosclerosis, symptomatic cardiovascular disease, moderate-to-severe hypertension, hyperthyroidism, known hypersensitivity to the sympathomimetic amines, glaucoma, a predisposition to agitated states, and a history of drug abuse. In addition, the drug should not be administered during or within 14 days of treatment with monoamine oxidase inhibitors. It has also been noted that psychostimulants may exacerbate symptoms of pre-existing psychotic disorders, so caution and close observation are recommended in this patient population.

Description

Lisdexamfetamine (mesylate) (Item No. 18050) is an analytical reference material categorized as an amphetamine. Its chemical structure consists of D-amphetamine (Item Nos. 14204 | 15650) coupled with the essential amino acid L-lysine. Lisdexamfetamine is an inactive prodrug that is converted to D-amphetamine upon cleavage of the lysine via enzymatic hydrolysis in red blood cells. Lisdexamfetamine is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Originator

New River Pharmaceuticals (US)

Uses

Treatment of atten tion deficit hyperactivity disorder (ADHD).

brand name

Vyvanse

Synthesis

The straightforward synthesis of lisdexamfetamine mesilate was initiated by adding a solution of D-amphetamine (66) to a solution of Boc-L-Lys(Boc)-OSu (65), N-methylmorpholine and 1,4-dioxane. The resulting mixture was partitioned between isopropyl acetate and an acetic acid/brine solution, and the organic layer was washed with aqueous sodium bicarbonate to give Boc-L-Lys(Boc)- D-amphetamine (67) in 91% yield. The two primary amine groups were liberated by reacting a solution of 67 in 1,4- dioxane with methanesulfonic acid providing lisdexamfetamine mesilate (X) in 92% yield.

Synthesis_608137-33-3

(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 53)Suppliers
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Henan Tianfu Chemical Co.,Ltd.
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TargetMol Chemicals Inc.
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AFINE CHEMICALS LIMITED
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View Lastest Price from (2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide,methanesulfonic acid pictures 2021-08-31 (2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide,methanesulfonic acid
608137-33-3
US $10.00 / Kg/Bag 1Kg/Bag 99%min 2000 Wuhan Monad Medicine Tech Co.,LTD
 LisdexaMphetaMine DiMesylate      pictures 2020-06-27 LisdexaMphetaMine DiMesylate
608137-33-3
US $8890.00 / KG 1KG 98.0% 1T Shaanxi Dideu Medichem Co. Ltd
(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE pictures 2019-07-06 (2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE
608137-33-3
US $1.00 / kg 1kg 99% 100KG Career Henan Chemical Co
(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE Lisdexamfetamine dimesylate Ldx Lisdexamfetamine mesylate Nrp 104 Nrp-104 Spd 489 Spd489 Lisdexamphetamine-Dimesylate Lisdexamfetamine dimesylate solution Lisdexamfetamine (mesylate) (exempt preparation) (2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide,methanesulfonic acid (2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE USP/EP/BP Lisdexamphetamine 13CD3 Dimesylate Lisdexamfetamine mesilate 608137-33-3 C15H25N3O2CH4O3S C17H33N3O7S2