(1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate - analytical standard , CAS No.1166-46-7

CAS: 1166-46-7 Cat. No.: H292567 Molecular Weight: 331.406 EC Number: 214-619-0
AVAILABLE TO ORDER
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
1166-46-7|d-Tetramethrin|D-trans-Tetramethrin|(+)-trans-Tetramethrin|(1R)-trans-Tetramethrin|Tetramethrin, D-trans-|trans-Tetramethrin|(1,3,4,5,6,7-Hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarb
Storage
Room temperature
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Size
Status
Price
Qty
100mg
H292567-100mg
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$547.90

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Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
1166-46-7 | d-Tetramethrin | D-trans-Tetramethrin | (+)-trans-Tetramethrin | (1R)-trans-Tetramethrin | Tetramethrin, D-trans- | trans-Tetramethrin | (1, 3, 4, 5, 6, 7-Hexahydro-1, 3-dioxo-2H-isoindol-2-yl)methyl (1R-trans)-2, 2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarb
Specifications & Purity
analytical standard
Storage
Room temperature
Grade
Analytical standard
Names and Identifiers
Canonical SmilesCC(=CC1C(C1(C)C)C(=O)OCN2C(=O)C3=C(C2=O)CCCC3)C
IUPAC Name(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
InChIKeyCXBMCYHAMVGWJQ-CABCVRRESA-N
INCHI1S/C19H25NO4/c1-11(2)9-14-15(19(14,3)4)18(23)24-10-20-16(21)12-7-5-6-8-13(12)17(20)22/h9,14-15H,5-8,10H2,1-4H3/t14-,15+/m1/s1
Isomeric SMILES CC(=C[C@@H]1[C@H](C1(C)C)C(=O)OCN2C(=O)C3=C(C2=O)CCCC3)C
Molecular Weight 331.406
Reaxy-Rn 1547171
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1547171&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassIsoindoles and derivatives
SubclassIsoindolines
Intermediate Tree Nodes Not available
Direct ParentIsoindolones
Alternative Parents Bicyclic monoterpenoids  Isoindoles  Maleimides  Cyclopropanecarboxylic acids and derivatives  N-substituted carboxylic acid imides  Pyrrolines  Dicarboximides  Carboxylic acid esters  Lactams  Azacyclic compounds  Monocarboxylic acids and derivatives  Hydrocarbon derivatives  Organic oxides  Organonitrogen compounds  Carbonyl compounds  Organopnictogen compounds  
Molecular FrameworkAliphatic heteropolycyclic compounds
Substituents Bicyclic monoterpenoid - Isoindolone - Monoterpenoid - Isoindole - Maleimide - Cyclopropanecarboxylic acid or derivatives - Carboxylic acid imide, n-substituted - Pyrroline - Carboxylic acid imide - Dicarboximide - Carboxylic acid ester - Lactam - Azacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Organic nitrogen compound - Organonitrogen compound - Carbonyl group - Hydrocarbon derivative - Aliphatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
VDR Tclin Vitamin D3 receptor (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
RXRA Tclin Retinoic acid receptor RXR-alpha (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PPARG Tclin Peroxisome proliferator-activated receptor gamma (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
NFE2L2 Tchem Nuclear factor erythroid 2-related factor 2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Spodoptera litura (1708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilityInsoluble in water, soluble in hexane, methanol, xylene and other organic solvents.
Flash Point(°C)200ºC
Melt Point(°C)68-70ºC
Molecular Weight331.400 g/mol
XLogP34.700
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass331.178 Da
Monoisotopic Mass331.178 Da
Topological Polar Surface Area63.700 Ų
Heavy Atom Count24
Formal Charge0
Complexity639.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Yang Li, Mijia Li, Shiyi Duan, Sijie Zhang, Huiqiang Lu, Xinchun Guo, Keyuan Zhong.  (2024)  d-Tetramethrin causes zebrafish hepatotoxicity by inducing oxidative stress and inhibiting cell proliferation.  TOXICOLOGY AND APPLIED PHARMACOLOGY,      [PMID:38215995] [10.1016/j.taap.2024.116817]
2. Xinhao Ye, Mijia Li, YunLong Meng, Shiyi Duan, Sijie Zhang, Keyuan Zhong.  (2025)  D-tetramethrin induces cardiac looping failure in zebrafish during embryonic development.  COMPARATIVE BIOCHEMISTRY AND PHYSIOLOGY C-TOXICOLOGY & PHARMACOLOGY,      [PMID:40086682] [10.1016/j.cbpc.2025.110193]
3. Yang Li, Keyuan Zhong, Sijie Zhang, Shiyi Duan, Kaijie Huang, Xiaofang Che, Xinchun Guo, Huiqiang Lu.  (2025)  Effects of D-Tetramethrin on Zebrafish Development and Immune System.  ENVIRONMENTAL TOXICOLOGY,      [PMID:39960059] [10.1002/tox.24487]
Solution Calculators
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