ChemicalBook > CAS DataBase List > (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione

(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione

Product Name
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
CAS No.
14805-29-9
Chemical Name
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
Synonyms
(3aR,4S,7R,7aS)-Hexahydro-1H-4,7-Methanoisoindole-1,3(2H)-dione;exo-2,3-NorbornanedicarboxiMide;hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione;exo-Hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione;(3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methano-1H-isoindole-1,3(2H)-dione;Nsc238001;lurasidone-3;Lurasidone INT 1;Lurasidone Impurity 33;Lurasidone Impurity 06
CBNumber
CB32473726
Molecular Formula
C9H11NO2
Formula Weight
165.19
MOL File
14805-29-9.mol
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(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione Property

Melting point:
173-176℃
Boiling point:
355℃
Density 
1.285
Flash point:
171℃
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
pka
11.85±0.20(Predicted)
color 
White to Light Brown
InChI
InChI=1/C9H11NO2/c11-8-6-4-1-2-5(3-4)7(6)9(12)10-8/h4-7H,1-3H2,(H,10,11,12)/t4-,5+,6+,7-
InChIKey
RIVOBMOBWMOLDJ-RNGGSSJXNA-N
SMILES
C1(=O)[C@]2([H])[C@@]([H])([C@]3([H])C[C@@]2([H])CC3)C(=O)N1 |&1:2,4,6,9,r|
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

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

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
N1116
Product name
exo-2,3-Norbornanedicarboximide
Packaging
1G
Price
$64
Updated
2025/07/31
TCI Chemical
Product number
N1116
Product name
exo-2,3-Norbornanedicarboximide
Packaging
5G
Price
$189
Updated
2025/07/31
TRC
Product number
N661230
Product name
exo-2,3-Norbornanedicarboximide
Packaging
5g
Price
$1455
Updated
2021/12/16
TRC
Product number
N661230
Product name
exo-2,3-Norbornanedicarboximide
Packaging
500mg
Price
$185
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
APN0000771
Product name
(3ALPHAR,4S,7R,7ALPHAS)-4,7-METHANO-1H-ISOINDOLE-1,3(2H)-DIONE
Purity
95.00%
Packaging
25G
Price
$5832.75
Updated
2021/12/16
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(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione Chemical Properties,Usage,Production

Chemical Properties

(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione, white to almost white powder to crystalline in appearance, melting point 152°C, stored at 2-8°C.

Uses

(3AR,4S,7R,7AS) 4,7-methylene-1H-isoindole-1,3(2H)-dione can be used as an intermediate for organic synthesis and pharmaceutical research and development, suitable for laboratory organic synthesis It can be used as the raw material for the synthetic raw material medicine lurasidone in the synthesis process of chemical medicine.

Uses

exo-2,3-Norbornanedicarboximide is a Lurasidone (L474920) intermediate.

Synthesis

6265-30-1

14805-29-9

General procedure for the synthesis of (3aR,4S,7R,7aS)-rel-(3aR,4S,7R,7aS)-rel-hexahydro-1H-4,7-methanoisoindoline-1,3(2H)-dione from rel-(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methanoiisoindoline-1,3(2H)-dione: In an autoclave, 3.8 kg palladium carbon (10% w/w, 50% H2O) and the raw material rel-(3aR,4S,7R,7aS)-3a,4,7,7a-tetrahydro-1H-4,7-methylene-bridged isoindoline-1,3(2H)-dione (68.8 kg, 421.3 mol) were suspended in methanol (1000 L). Subsequently, the autoclave was sealed and the air in the autoclave was replaced with nitrogen, and then hydrogen was introduced to a pressure of 8 atm. The reaction process was monitored by hydrogen consumption and gas chromatography (GC). Upon completion of the reaction, the reaction solution was concentrated to a smaller volume and water (200 L) was slowly added over a period of about 30 min. The resulting suspension was cooled and a white solid was separated by centrifugation and washed with 50 L of water to give the final product (3aR,4S,7R,7aS)-rel-hexahydro-1H-4,7-bridged methylidene isoindole-1,3(2H)-dione (dry weight 63.6 kg, yield 91.4%, GC purity 99.99%).

References

[1] Patent: WO2015/56205, 2015, A1. Location in patent: Page/Page column 13; 14

(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione Preparation Products And Raw materials

Raw materials

Preparation Products

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(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione Suppliers

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View Lastest Price from (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione manufacturers

Jinan Million Pharmaceutical Co., Ltd
Product
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione 14805-29-9
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1200KG/M
Release date
2023-08-15
Sinoway Industrial co., ltd.
Product
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione 14805-29-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2024-04-16
Henan Aochuang Chemical Co.,Ltd.
Product
(3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione 14805-29-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-16

14805-29-9, (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dioneRelated Search:

trans-1,2-Cyclohexanedicarboxylic acid (S)-Amlodipine s,s-endo-lurasidone HCl 3-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]-1,2-benzothiazole Lurasidone Impurity 24 MDYJLJKDGQUHSJ-HTWOXQOSSA-N Nsc237999 Lurasidon hydrochloride iMpurity dihydro-o-xylene MAVBUKOHERNHBQ-UHFFFAOYSA-N (3aR,4S,7R,7aS)-2-{(1R,2S)-2-[4-(1,2-benzisothiazol-3-yl)piperazin-1-ylMethyl]cyclohexylMethyl}hexahydro-4,7-Methano-2H-isoindole-1,3-dione hydrochloride Lurasidone Impurity 2 (3aR,4S,7R,7aS)-2-[[(1S,2R)-2-[[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]methyl]cyclohexyl]methyl]hexahydro-4,7-methano-1H-isoindole-1,3(2H)-dione Pimecrolimus (1R,2R)-1,2-CYCLOHEXANEDIMETHANOL (1R,2R)-(-)-1,2-CYCLOHEXANEDICARBOXYLIC ACID

  • 4,7-Methano-1H-isoindole-1,3(2H)-dione, hexahydro-, (3aR,4S,7R,7aS)-rel-
  • (3aR,4S,7R,7aS)-Hexahydro-1H-4,7-Methanoisoindole-1,3(2H)-dione
  • (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-Methano-1H-isoindole-
  • exo-2,3-NorbornanedicarboxiMide
  • (3aR,7aS)-rel-hexahydro-4,7-Methano-1H-isoindole-1,3(2H)-dione (relative stereo structure))
  • Bicyclo[2,2,1]heptane-2,3-di-exo-carboximide
  • Lurasidone INT 1
  • Bicyclo[2.2.1]hep-tane-2,3-exo- dicarboximide
  • hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
  • exo-Hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
  • exo-Hexahydro-1H-4,7-methanoisoindole-1,3(2H)
  • (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
  • Nsc238001
  • 2,3-Norbornanedicarboximide, exo- (8CI)
  • (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methano-1H-isoindole-1,3(2H)-dione
  • Lurasidone Impurity 33
  • Lurasidone Impurity 33(exo-2,3-Norbornanedicarboximide)
  • rel-(3aR,4S,7R,7aS)-Hexahydro-4,7-methano-1H-isoindole-1,3(2H)-dione
  • (3aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione in stock Factory
  • lurasidone-3
  • (3AR, 4S,7R,7AS)-REL-HEXAHYDRO--4,7-METHANO- 1-H-ISOINDOLE-1,3(2H)-DIONE I IMIDE] / Bicyclo[2,2,1]hep-tane-2,3-exo-dicarboximide
  • 2,3-Norbornanedicarboximide, exo-
  • rel-(3aR,4S,7R,7aS)-Hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione
  • aR,4S,7R,7aS) 4,7-Methano-1H-isoindole-1,3(2H)-dione
  • rel-(3aR,4S,7R,7aS)-Hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (Lurasidone Impurity)
  • Lurasidone endo KSM-III Impurity
  • (1R,2S,6R,7S)-4-azatricyclo[5.2.1.02,?]decane-3,5-dione
  • (3aR,4S,7R,7aS) 4,7-methano-1H-isoindole-1,3(2H)-dioneQ: What is (3aR,4S,7R,7aS) 4,7-methano-1H-isoindole-1,3(2H)-dione Q: What is the CAS Number of (3aR,4S,7R,7aS) 4,7-methano-1H-isoindole-1,3(2H)-dione Q: What is the storage condition of (3aR,4S,7R,7aS) 4,7-methano-1H-isoindole-1,3(2H)-dione Q: What are the applications of (3aR,4S,7R,7aS) 4,7-methano-1H-isoindole-1,3(2H)-dione
  • RSYY(Vorapaxar Sulfatet)-15
  • (3AR,4S,7R,7AS) 4, 7-methylene 1h-isoindole-1,3(2H) -dione
  • (Cis-Exo)-2,3-norbornane dicarboximide [BDX]
  • (3aalpha,4beta,7beta,7aalpha)-Hexahydro-4,7-methano-1H-isoindole-1,3-(2H)-dione
  • Lurasidone Impurity 06
  • Lurasidone Impurity 91
  • 4-Azatricyclo[5.2.1.02,6]deca-1,6,8-triene-3,5-dione
  • (1R,2S,6R,7S)-4-Azatricyclo[5.2.1.0]decane-3,5-dione
  • (3AR,4S,7R,7AS) 4,7-methylene-1H-isodibenzo-pyrido[1,2-a]pyridine-1,3(2H)-dione
  • (3AR,4S,7R,7AS) 4,7-methylene-1H-isodioxin-1,3(2H)-dione
  • exo-Hexahydro-1H-4,7-methanoisoindole-1,
  • (3Ar,4S,7R,7As)-Hexahydro-1H-4,7-Methanoisoindole-1,3(2H)-Dione (3AR,4S,7R,7AS) 4,7--1H--1,3(2H)-
  • 14805-29-9
  • 14805-29-2