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S-(+)-Methoprene

CAS No.
65733-16-6
Chemical Name:
S-(+)-Methoprene
Synonyms
S-METHOPRENE;S-Methoprene @100 μg/mL in Methanol;(2E,4E,7S-)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid isopropyl ester;(7S)-Form;D-Methoprene;7S-Methoprene;S-Imidacloprid;S-Methoxyprene;Flea killer plus;S-(+)-Methoprene
CBNumber:
CB8214823
Molecular Formula:
C19H34O3
Molecular Weight:
310.47
MDL Number:
MFCD00867612
MOL File:
65733-16-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:55:31

S-(+)-Methoprene Properties

Boiling point 385.7±25.0 °C(Predicted)
Density 0.913±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: 20 mg/ml,Ethanol: 10 mg/ml
form A neat oil
color Colorless to light yellow
Henry's Law Constant 1.5×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
Stability Light Sensitive
InChI InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+/t16-/m1/s1
InChIKey NFGXHKASABOEEW-GYMWBFJFSA-N
SMILES C(OC(C)C)(=O)/C=C(\C)/C=C/C[C@@H](C)CCCC(OC)(C)C
EWG's Food Scores 1
FDA UNII 4YIQ0A94UR
EPA Substance Registry System S-Methoprene (65733-16-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Hazard Codes  Xi
Hazard Note  Irritant
HS Code  2918999090

S-(+)-Methoprene price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M3580 S-(+)-Methoprene min. 95.0 % 65733-16-6 1G $93 2026-04-30 Buy
Cayman Chemical 16807 (S)-(+)-Methoprene ≥95% 65733-16-6 50mg $36 2026-04-30 Buy
Cayman Chemical 16807 (S)-(+)-Methoprene ≥95% 65733-16-6 100mg $68 2026-04-30 Buy
Usbiological 283021 S-(+)-Methoprene ≥95% 65733-16-6 1g $389 2026-06-03 Buy
Usbiological 283021 S-(+)-Methoprene ≥95% 65733-16-6 5g $641 2026-06-03 Buy
Product number Packaging Price Buy
M3580 1G $93 Buy
16807 50mg $36 Buy
16807 100mg $68 Buy
283021 1g $389 Buy
283021 5g $641 Buy

S-(+)-Methoprene Chemical Properties, Uses, Production

Description

(S)-(+)-Methoprene is a widely-used insect growth regulator. It is remarkable for its lack of significant effects against a wide variety of mammals, although concerns remain for its effects on arthropod development. Methoprene acts as an activator of the juvenile hormone receptor, known as Methoprene-tolerant or Met (Kd = 12.3 nM). Met is a transcription factor that, upon activation with juvenile hormone or methoprene, regulates gene expression that inhibits metamorphosis.

Uses

Insecticide; insect growth regulator.

Production Methods

The production of S-methoprene involves a multi-step organic synthesis starting from optically active precursors. One established method begins with (+)-dihydromyrcene, which undergoes selective hydroalumination followed by oxidation to yield S-(–)-citronellol. This intermediate is further oxidised to S-(–)-citronellal, which reacts with allylmagnesium chloride to form a key alcohol. Subsequent steps include Smidt-Moiseev oxygenation, dehydration, and Grignard reactions to build the conjugated diene ester backbone. The final transformation involves Brown solvomercuration-reduction in methanol, yielding S-methoprene with high stereochemical purity and biological activity.

Definition

ChEBI: (S)-methoprene is a methoprene. It is an enantiomer of a (R)-methoprene.

Mechanism of action

A juvenile hormone mimic (terpene). Contact and stomach action, acts by mimicing the action of the juvenile hormone keeping the insect in an immature state

Side effects

S)-methoprene alone is well tolerated by dogs and cats, with a low toxicity and high safety margin. Side effects experienced by dogs and cats after treatment with products containing (S)-methoprene can generally be attributed to the other active or inert ingredients.

References

[1] SIDDALL J B. Insect growth regulators and insect control: a critical appraisal.[J]. Environmental Health Perspectives, 1976, 14: 119-126. DOI: 10.1289/ehp.7614119
[2] WRIGHT J E. Environmental and toxicological aspects of insect growth regulators.[J]. Environmental Health Perspectives, 1976, 14: 127-132. DOI: 10.1289/ehp.7614127
[3] JEAN-PHILIPPE CHARLES. Ligand-binding properties of a juvenile hormone receptor, Methoprene-tolerant.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2011: 21128-21133. DOI: 10.1073/pnas.1116123109
[4] E. OSIR L R. Nuclear binding sites for juvenile hormone and its analogs in the epidermis of the tobacco hornworm.[J]. The Journal of Biological Chemistry, 1988, 23 1: 13812-13818. DOI: 10.1016/s0021-9258(18)68316-4
[5] ZHEN ZOU. Juvenile hormone and its receptor, methoprene-tolerant, control the dynamics of mosquito gene expression.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2013: E2173-81. DOI: 10.1073/pnas.1305293110

Pesticide Type

Insecticide; Veterinary substance

24425-00-1
207597-75-9
65733-16-6
Synthesis of S-(+)-Methoprene from Picaridin Related Compound 5 (Diisopropyl Dicarbonate) and (2E,4E)-11-methoxy-3,7,11-trimethyl-dodeca-2,4-dienoic acid
Global Suppliers ( 170)
Supplier Tel Email Country ProdList Advantage
Wellman Pharmaceutical Group Limited 15807197853 18971451745 15807197853@163.com China 3975 58
Changzhou Book Chemical Co., Ltd. 13606129753 13775119556 bookchem@126.com China 1613 62
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Shanghai Fuhe Chemistry Technology Co., Ltd. 0086-21-67651709 cfx759@hotmail.com China 409 57
9ding chemical ( Shanghai) Limited 4009209199 sales@9dingchem.com China 18201 56
Nanjing Sunlida Biological Technology Co., Ltd. 025-57798810 18652991625 sales@sunlidabio.com China 3223 55
Hubei Jusheng Technology Co.,Ltd 027-59599241 18871490274 1400878000@qq.com China 9506 58
Chizhou Kailong Import and Export Trade Co., Ltd. xg01_gj@163.com China 9413 50
Quzhou Rundong Chemical (Technology) Co. 0570-8789886 18892685668 info@rundongchemical.com China 4045 60
Jai Radhe Sales +(91)-(79)-26431096/65255722 info@jairadhesales.com India 394 60

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View Latest Price from S-(+)-Methoprene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
S-(+)-Methoprene pictures 2026-09-16 S-(+)-Methoprene
65733-16-6
$10.00 1ASSAYS 99% 1 ton RongNa Biotechnology Co.,Ltd
S-Methoprene pictures 2026-06-02 S-Methoprene
65733-16-6
$40.00 98.90% 10g TargetMol Chemicals Inc.
S-(+)-METHOPRENE pictures 2026-05-28 S-(+)-METHOPRENE
65733-16-6
$9.00 1KG 99.9 1 ton Hebei Chuanghai Biotechnology Co,.LTD
2,4-Dodecadienoic acid, 11-methoxy-3,7,11-trimethyl-, 1-methylethyl ester, (2E,4E,7S)- (2E,4E,7S-)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid isopropyl ester (2E,4E,7S)-11-Methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid isopropyl ester 7S-Methoprene (2E,4E,7S)-1-Methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate D-Methoprene Epa pesticide chemical code 105402 Flea killer plus Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate Prop-2-yl (2E,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate, S-(+)-Methoprene (7S)-Form S-Methoprene @100 μg/mL in Methanol (S,2E,4E)-Isopropyl 11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate S-Methoprene 11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate Methoxyprene impurities C15045200 (S)-Methoprene S-Methoprene 100 μg/ml Acetonitrile S-Imidacloprid S-Methoxyprene S-METHOPRENE S-(+)-Methoprene 65733-16-6 C19H34O3