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

Product Name
(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
Formula Weight
359.49
MOL File
608137-33-3.mol
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(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE Property

Flash point:
9℃
storage temp. 
-20°C
form 
A neat solid
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P311Call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L-026
Product name
Lisdexamfetamine dimesylate solution
Purity
1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$191
Updated
2024/03/01
Cayman Chemical
Product number
18050
Product name
Lisdexamfetamine (mesylate)
Purity
≥98%
Packaging
1mg
Price
$81
Updated
2024/03/01
Cayman Chemical
Product number
18050
Product name
Lisdexamfetamine (mesylate)
Purity
≥98%
Packaging
5mg
Price
$184
Updated
2024/03/01
Cayman Chemical
Product number
18050
Product name
Lisdexamfetamine (mesylate)
Purity
≥98%
Packaging
50mg
Price
$1145
Updated
2024/03/01
Cayman Chemical
Product number
23787
Product name
Lisdexamfetamine (mesylate) (exempt preparation)
Purity
≥98%
Packaging
1mg
Price
$85
Updated
2021/12/16
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(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE Chemical Properties,Usage,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.

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

Raw materials

Preparation Products

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View Lastest Price from (2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
(2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE 608137-33-3
Price
US $0.10/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10
Release date
2024-08-04
Shaanxi Dideu Medichem Co. Ltd
Product
LisdexaMphetaMine DiMesylate 608137-33-3
Price
US $8890.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
1T
Release date
2020-06-24
Wuhan Monad Medicine Tech Co.,LTD
Product
(2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide,methanesulfonic acid 608137-33-3
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%min
Supply Ability
2000
Release date
2021-04-16

608137-33-3, (2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATERelated Search:


  • (2S)-2,6-DIAMINO-N-[(1S)-1-METHYL-2-PHENYLETHYL]HEXANAMIDE DIMETHANESULFONATE
  • Lisdexamfetamine dimesylate
  • Ldx
  • Lisdexamfetamine mesilate
  • 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
  • 608137-33-3
  • C15H25N3O2CH4O3S
  • C17H33N3O7S2